N-Boc-4-methyl-4-hydroxy piperidine

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Company Name: Shanghai Hobor Chemical Co., Ltd  Gold
Tel: 13918007836
Email: sales@hoborchem.com
Company Name: Energy Chemical  
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Company Name: Wuhan Chemwish Technology Co., Ltd  
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Email: sales@chemwish.com
Company Name: Shanghai Sinch Parmaceuticals Tech. Co. Ltd.  
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Email: sales@sinch.com.cn
Company Name: Jia Xing Isenchem Co.,Ltd  
Tel: 0573-85285100 18627885956
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N-Boc-4-methyl-4-hydroxy piperidine Basic information
Product Name:N-Boc-4-methyl-4-hydroxy piperidine
Synonyms:1-BOC-4-METHYL-PIPERIDIN-4-OL;4-HYDROXY-4-METHYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;4-Hydroxy-4-methylpiperidine-1-carboxylic acid tert-butyl estercarboxylate;1-Boc-4-hydroxy-4-methylpiperidine;1-boc-4-methyl-piperidine-4-ol;1-Piperidinecarboxylicacid,4-hydroxy-4-Methyl-,1,1-diMethylethylester;EOS-61414;N-Boc-4-Hydroxy-4-methylpiperidine
CAS:406235-30-1
MF:C11H21NO3
MW:215.29
EINECS:
Product Categories:
Mol File:406235-30-1.mol
N-Boc-4-methyl-4-hydroxy piperidine Structure
N-Boc-4-methyl-4-hydroxy piperidine Chemical Properties
Boiling point 296.4±33.0 °C(Predicted)
density 1.075±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka14.87±0.20(Predicted)
AppearanceWhite to off-white Solid
InChIInChI=1S/C11H21NO3/c1-10(2,3)15-9(13)12-7-5-11(4,14)6-8-12/h14H,5-8H2,1-4H3
InChIKeySWUCHJAQBNXPBO-UHFFFAOYSA-N
SMILESN1(C(OC(C)(C)C)=O)CCC(O)(C)CC1
Safety Information
MSDS Information
N-Boc-4-methyl-4-hydroxy piperidine Usage And Synthesis
Chemical PropertiesWhite powder, stable at room temperature and pressure, avoid contact with strong oxidants.
Synthesis
Methylmagnesium Bromide

75-16-1

N-(tert-Butoxycarbonyl)-4-piperidone

79099-07-3

N-BOC-4-METHYL-4-HYDROXY PIPERIDINE

406235-30-1

a) N-Boc-4-piperidone (1.0 g, 5.0 mmol) was dissolved in anhydrous ether (10 mL) and cooled to -10°C under nitrogen protection. An ether solution of methylmagnesium bromide (3M, 2.5 mL, 7.5 mmol) was slowly added dropwise, and the reaction mixture was stirred for 5 minutes after the drop was completed. The cooling bath was removed and the reaction mixture was allowed to warm to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride solution (10 mL) and subsequently diluted with water (20 mL) and ether (20 mL). The aqueous phase was separated and extracted with ether (2 x 30 mL), and the combined organic phases were washed with brine (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford N-BOC-4-methyl-4-hydroxypiperidine as a colorless oil (1.05 g, 97% yield).1H NMR (400 MHz, CDCl3) δ 3.76-3.64 (m, 2H), 3.29 -3.16 (m, 2H), 1.66 (s, 1H), 1.45 (s, 9H), 1.25 (s, 3H), solvent peaks were not clearly attributed.

References[1] Journal of the American Chemical Society, 2013, vol. 135, # 41, p. 15342 - 15345
[2] Patent: WO2014/128465, 2014, A1. Location in patent: Page/Page column 156
[3] Patent: WO2009/151598, 2009, A1. Location in patent: Page/Page column 148-149
[4] Patent: WO2014/164409, 2014, A1. Location in patent: Page/Page column 32; 33
[5] Patent: WO2014/164428, 2014, A1. Location in patent: Page/Page column 25
N-Boc-4-methyl-4-hydroxy piperidine Preparation Products And Raw materials
Raw materialsMethylmagnesium Bromide-->Methylmagnesium chloride-->Methyllithium-->N-(tert-Butoxycarbonyl)-4-piperidone-->N-BOC-4-Hydroxypiperidine
Preparation Products4-Piperidinol, 4-methyl-, hydrochloride (1:1)
Tag:N-Boc-4-methyl-4-hydroxy piperidine(406235-30-1) Related Product Information
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