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1-(cyclopropylmethyl)piperidin-4-one

CAS No.
49682-96-4
Chemical Name:
1-(cyclopropylmethyl)piperidin-4-one
Synonyms
1-(Cyclopropylmethyl);1-(cyclopropylmethyl)piperidin-4-one;1-(Cyclopropylmethyl)-4-piperidinone;4-Piperidinone, 1-(cyclopropylmethyl)-;1-(Cyclopropylmethyl)piperidin-4-one - [C93742]
CBNumber:
CB71616629
Molecular Formula:
C9H15NO
Molecular Weight:
153.22
MDL Number:
MFCD09937858
MOL File:
49682-96-4.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:51

1-(cyclopropylmethyl)piperidin-4-one Properties

Boiling point 252.7±15.0 °C(Predicted)
Density 1.087±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka 7.94±0.20(Predicted)
Appearance Colorless to light yellow Liquid

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

1-(cyclopropylmethyl)piperidin-4-one price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC C998290 1-(Cyclopropylmethyl)piperidin-4-one 49682-96-4 50mg $90 2021-12-16 Buy
American Custom Chemicals Corporation CHM0104714 1-(CYCLOPROPYLMETHYL)PIPERIDIN-4-ONE 95.00% 49682-96-4 1G $925.31 2021-12-16 Buy
American Custom Chemicals Corporation CHM0104714 1-(CYCLOPROPYLMETHYL)PIPERIDIN-4-ONE 95.00% 49682-96-4 2.5G $1363.65 2021-12-16 Buy
American Custom Chemicals Corporation CHM0104714 1-(CYCLOPROPYLMETHYL)PIPERIDIN-4-ONE 95.00% 49682-96-4 5G $1759.28 2021-12-16 Buy
AK Scientific 6735AB 1-(Cyclopropylmethyl)piperidin-4-one 49682-96-4 10g $3032 2021-12-16 Buy
Product number Packaging Price Buy
C998290 50mg $90 Buy
CHM0104714 1G $925.31 Buy
CHM0104714 2.5G $1363.65 Buy
CHM0104714 5G $1759.28 Buy
6735AB 10g $3032 Buy

1-(cyclopropylmethyl)piperidin-4-one Chemical Properties,Uses,Production

Synthesis

4-oxopiperidinium chloride

41979-39-9

(Bromomethyl)cyclopropane

7051-34-5

1-(cyclopropylmethyl)piperidin-4-one

49682-96-4

Preparative Example 18: Synthesis of 1-(cyclopropylmethyl)piperidin-4-one; To a round-bottomed flask was added piperidin-4-one hydrochloride monohydrate (10 g, 65.1 mmol), acetonitrile (70 mL), bromomethylcyclopropane (8.79 g, 65.1 mmol), and sodium carbonate (20.7 g, 195.3 mmol). The mixture was heated and reacted at 85 °C overnight, subsequently cooled to room temperature, filtered and concentrated the filtrate. The crude product was purified by fast column chromatography (160 g silica gel column, eluent: 0-7% 2N NH3 in MeOH/DCM solution) to afford 1-(cyclopropylmethyl)piperidin-4-one as a yellow liquid (5.6 g, 56% yield).1H NMR (400 MHz, CDCl3) δ ppm 0.09-0.17 (m, 2H), 0.52- 0.59 (m, 2H), 0.85-0.97 (m, 1H), 2.38 (d, J = 6.57 Hz, 2H), 2.49 (t, J = 6.19 Hz, 4H), 2.84 (t, J = 6.19 Hz, 4H).MS (ES) [M + H]+ Calculated value C9H15NO: 154; measured value: 154. To a solution of 1-(cyclopropylmethyl)piperidin-4-one (750 mg, 4.9 mmol) and N-(BOC amino)piperidine (982 mg, 4.9 mmol) in THF (30 mL) was added acetic acid (20 drops) and sodium triacetoxyborohydride (3.1 g, 14.7 mmol). The reaction mixture was stirred overnight. Subsequently, the reaction was quenched by the addition of water (40 mL) and the organic layer was separated and discarded. The aqueous layer was alkalized with saturated sodium carbonate solution (10 mL) and the product was extracted with EtOAc. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to give tert-butyl-(1-(cyclopropylmethyl)piperidin-4-yl)(piperidin-4-yl)carbamate (513 mg, 31% yield).MS (ES) [M + H]+ Calculated value C19H35N3O2: 338; measured value: 338. Tert-butyl-(1-(cyclopropylmethyl)piperidin-4-yl)(piperidin-4-yl)carbamate (513 mg, 1.52 mmol) was dissolved in methanol (15 mL), concentrated hydrochloric acid (2 mL) was added, and the mixture was heated to 70 °C for 3 hours. Upon completion of the reaction, the mixture was cooled, the product was collected by filtration, washed with ether, and dried to give the title compound (530 mg, quantitative yield) as a white solid.MS (ES) [M + H]+ Measured value: 238.

References

[1] Patent: WO2005/123716, 2005, A1. Location in patent: Page/Page column 94-95
[2] Patent: WO2010/25073, 2010, A1. Location in patent: Page/Page column 29-30
[3] Patent: US2006/160855, 2006, A1. Location in patent: Page/Page column 14

40064-34-4
7051-34-5
49682-96-4
Synthesis of 1-(cyclopropylmethyl)piperidin-4-one from 4,4-Piperidinediol hydrochloride and (Bromomethyl)cyclopropane

1-(cyclopropylmethyl)piperidin-4-one Preparation Products And Raw materials

1-(cyclopropylmethyl)piperidin-4-one Suppliers

Global( 27)Suppliers
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Alchem Pharmtech,Inc.
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Nextpeptide Inc
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Aladdin Scientific
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DAYANG CHEM (HANGZHOU) CO.,LTD
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Hangzhou Collab Medicine Co.,Ltd.
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Amadis Chemical Company Limited
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EnliPharma Technology Co., Ltd 0551-66399836 18955197623 sales@enlipharma.com China 1876 55
Amatek Scientific Co. Ltd. 0512-56316828 info@amateksci.com China 28785 58

1-(cyclopropylmethyl)piperidin-4-one Spectrum

1-(cyclopropylmethyl)piperidin-4-one 1-(Cyclopropylmethyl) 1-(Cyclopropylmethyl)-4-piperidinone 4-Piperidinone, 1-(cyclopropylmethyl)- 1-(Cyclopropylmethyl)piperidin-4-one - [C93742] 49682-96-4