ChemicalBook--->CAS DataBase List--->116437-41-3

116437-41-3

116437-41-3 Structure

116437-41-3 Structure
IdentificationBack Directory
[Name]

(4-OXO-4-PHENYL-BUTYL)-CARBAMIC ACID TERT-BUTYL ESTER
[CAS]

116437-41-3
[Synonyms]

4-(Boc-amino)-1-phenyl-butan-1-o
4-(BOC-AMINO)-1-PHENYL-BUTAN-1-ONE
tert-butyl 4-oxo-4-phenylbutylcarbaMate
tert-Butyl N-(4-oxo-4-phenylbutyl)carbamate
(4-Oxo-4-phenyl-butyl)-carbamic acid tert-butyl
(4-OXO-4-PHENYL-BUTYL)-CARBAMIC ACID TERT-BUTYL ESTER
N-(4-oxo-4-phenylbutyl)carbaMic acid tert-butyl ester
CarbaMic acid, N-(4-oxo-4-phenylbutyl)-, 1,1-diMethylethyl ester
4-(BOC-AMINO)-1-PHENYL-BUTAN-1-ONE, (4-OXO-4-PHENYL-BUTYL)-CARBAMIC ACID TERT-BUTYL ESTER >98%
[Molecular Formula]

C15H21NO3
[MDL Number]

MFCD08060130
[MOL File]

116437-41-3.mol
[Molecular Weight]

263.33
Chemical PropertiesBack Directory
[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
[pka]

12.66±0.46(Predicted)
[Appearance]

White to pink Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H410
[Precautionary statements ]

P501-P273-P270-P264-P280-P302+P352-P391-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
Hazard InformationBack Directory
[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
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