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214973-83-8

214973-83-8 Structure

214973-83-8 Structure
IdentificationBack Directory
[Name]

[1-(4-Bromo-phenyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester
[CAS]

214973-83-8
[Synonyms]

4-Bromo-1-[2-(Boc-amino)-2-propyl]benzene
tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate
tert-butyl (2-(4-bromophenyl)propan-2-yl)carbamate(WXC06370)
[1-(4-Bromo-phenyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester
Carbamic acid, N-[1-(4-bromophenyl)-1-methylethyl]-, 1,1-dimethylethyl ester
[Molecular Formula]

C14H20BrNO2
[MDL Number]

MFCD16619489
[MOL File]

214973-83-8.mol
[Molecular Weight]

314.22
Chemical PropertiesBack Directory
[Boiling point ]

390.6±25.0 °C(Predicted)
[density ]

1.253±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

11.94±0.46(Predicted)
[Appearance]

White to off-white Solid
Spectrum DetailBack Directory
[Spectrum Detail]

[1-(4-Bromo-phenyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester(214973-83-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-(4-BROMOPHENYL)-2-METHYLPROPIONAMIDE

850144-81-9

tert-Butanol

75-65-0

[1-(4-Bromo-phenyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester

214973-83-8

Step 3: Preparation of tert-butyl [1-(4-bromophenyl)-1-methylethyl]carbamate To a suspension of 2-(4-bromophenyl)-2-methylpropanamide (3 g) in tert-butanol (31 mL), [bis(trifluoroacetoxy)iodo]benzene (8 g) was added in batches at room temperature. The reaction mixture was stirred under reflux conditions for 30 minutes. Subsequently, pyridine (3 mL) was added to the mixture. After continuing to stir under reflux conditions for 1 hour, the reaction mixture was concentrated to dryness. The residue was dissolved in benzene and washed sequentially with 1 M aqueous citric acid (2 times), aqueous sodium bicarbonate (5 times) and brine. The organic phase was dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure. Purification by column chromatography (eluent: 0-20% hexane solution of ethyl acetate) gave the target product (3.29 g, 84% yield). 1H NMR (CDCl3, 400MHz) δ: 7.43 (d, J = 8.6Hz, 2H), 7.27 (d, J = 8.6Hz, 2H), 1.59 (br s, 6H), 1.48-1.05 (m, 9H).

[References]

[1] Patent: US2012/108574, 2012, A1. Location in patent: Page/Page column 111-112
[2] Patent: US2009/12123, 2009, A1. Location in patent: Page/Page column 6
[3] Patent: US2017/137385, 2017, A1. Location in patent: Paragraph 0230; 0240; 0241; 0242
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