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239074-27-2

239074-27-2 Structure

239074-27-2 Structure
IdentificationBack Directory
[Name]

TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE
[CAS]

239074-27-2
[Synonyms]

tert-Butyl (4-(bromomethyl)
N-Boc-4-(broMoMethyl)aniline
TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE
tert-butyl N-[4-(bromomethyl)phenyl]carbamate
4-(1,1-dimethylethoxycarbonylamino)benzylbromide
Carbamic acid, [4-(bromomethyl)phenyl]-, 1,1-dimethylethyl e...
Carbamic acid, [4-(bromomethyl)phenyl]-, 1,1-dimethylethyl ester
Carbamic acid, N-[4-(bromomethyl)phenyl]-, 1,1-dimethylethyl ester
[Molecular Formula]

C12H16BrNO2
[MDL Number]

MFCD11616718
[MOL File]

239074-27-2.mol
[Molecular Weight]

286.16
Chemical PropertiesBack Directory
[Boiling point ]

309.7±25.0 °C(Predicted)
[density ]

1.376±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

13.49±0.70(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H302+H312+H332-H314
[Precautionary statements ]

P280-P301+P312-P302+P352
[HS Code ]

2921490090
Hazard InformationBack Directory
[Synthesis]

To a 1 L round bottom flask was added (4-hydroxymethyl-phenyl)-carbamic acid tert-butyl ester (22.3 g, 0.10 mol) obtained from Examples 2pp through 2ooo, Step 1, dichloromethane (400 mL) and triphenylphospine (31.5 g, 0.12 mol). Upon cooling to 0 °C, N-bromosuccinimide (19.6 g, 0.11 mmol) was added in small portions, and the reaction was allowed to warm to room temperature and stirred under nitrogen for 1 h. The mixture was transferred into a large flask, and hexanes were added until the solution became turbid. The solution was eluted through a plug of silica (300 g) with 1:9 ethyl acetate: hexanes and concentrated to yield Tert-Butyl 4-(bromomethyl)phenylcarbamate (12.8 g, 0.057 mol, 57 percent) as a white solid.
[References]

[1] Journal of Medicinal Chemistry, 2015, vol. 58, # 23, p. 9354 - 9370
[2] Patent: WO2006/31806, 2006, A2. Location in patent: Page/Page column 99
[3] Journal of Medicinal Chemistry, 1989, vol. 32, # 4, p. 811 - 826
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