(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester

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(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester manufacturers

(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester Basic information
Product Name:(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester
Synonyms:CarbaMic acid, N-(4-oxo-4-phenylbutyl)-, 1,1-diMethylethyl ester;tert-butyl 4-oxo-4-phenylbutylcarbaMate;N-(4-oxo-4-phenylbutyl)carbaMic acid tert-butyl ester;tert-Butyl N-(4-oxo-4-phenylbutyl)carbamate;4-(BOC-AMINO)-1-PHENYL-BUTAN-1-ONE;(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl;4-(BOC-AMINO)-1-PHENYL-BUTAN-1-ONE, (4-OXO-4-PHENYL-BUTYL)-CARBAMIC ACID TERT-BUTYL ESTER >98%;4-(Boc-amino)-1-phenyl-butan-1-o
CAS:116437-41-3
MF:C15H21NO3
MW:263.33
EINECS:
Product Categories:
Mol File:116437-41-3.mol
(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester Structure
(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester Chemical Properties
Melting point 90-91°C
Boiling point 406.8±28.0 °C(Predicted)
density 1.058±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka12.66±0.46(Predicted)
AppearanceWhite to pink Solid
Safety Information
MSDS Information
(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester Usage And Synthesis
Synthesis
1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE

85909-08-6

Phenylmagnesium bromide

100-58-3

(4-OXO-4-PHENYL-BUTYL)-CARBAMIC ACID TERT-BUTYL ESTER

116437-41-3

Step A: Preparation of tert-butyl N-(4-oxo-4-phenylbutyl)carbamate: tert-butyl 2-oxo-pyrrolidine-1-carboxylate (7.03 g, 38 mmol) was dissolved in tetrahydrofuran (130 mL) and cooled to -78°C. Phenylmagnesium bromide (1.0 M solution, 50 mL) was slowly added at -78 °C. The reaction mixture was stirred at -78 °C for 2 h before the reaction was quenched with 2 M hydrochloric acid solution (35 mL). Subsequently, the reaction mixture was slowly warmed to room temperature and the aqueous layer was extracted with ethyl acetate (2 x 100 mL). The organic phases were combined, washed with saturated brine (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 9.56 g of the title compound in 96% yield.

References[1] Patent: WO2006/44825, 2006, A2. Location in patent: Page/Page column 55
[2] Patent: US2012/184542, 2012, A1. Location in patent: Page/Page column 109
[3] Organic Letters, 2011, vol. 13, # 16, p. 4348 - 4351
(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester Preparation Products And Raw materials
Raw materials1-(tert-Butoxycarbonyl)-2-pyrrolidinone-->Phenylmagnesium bromide-->Tetrahydrofuran-->Hydrochloric acid-->Water
Preparation Products5-Phenyl-3,4-dihydro-2H-pyrrole
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