TERT-BUTYL 4-BROMOBENZYLCARBAMATE Chemical Properties

Melting point:

86-88℃

Boiling point:

374.3±25.0 °C(Predicted)

Density 

1.319±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

12.05±0.46(Predicted)

color 

Off-white

InChI

InChI=1S/C12H16BrNO2/c1-12(2,3)16-11(15)14-8-9-4-6-10(13)7-5-9/h4-7H,8H2,1-3H3,(H,14,15)

InChIKey

DJNCXSGGAMADNN-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)NCC1=CC=C(Br)C=C1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2924297099

TERT-BUTYL 4-BROMOBENZYLCARBAMATE Usage And Synthesis

Synthesis

Tert-Butyl 4-bromobenzylcarbamate is prepared by the reaction of di-tert-butyl dicarbonate and 4-bromobenzylamine hydrochloride. The specific synthesis steps are as follows:
To a stirred suspension of 4-bromo-benzylamine hydrochloride (968mg, 4.35mmol) and triethylamine (0.666ml, 4.79mmol) in chloroform (15ml) was added di-tert-butyldicarbonate (949mg, 4.35mmol). The resulting solution was stirred at ambient temperature for 2h and then diluted with DCM (40ml). The organic solution was washed sequentially with 10% aqueous citric acid (40ml) and brine (40ml). The organic phase was dried over anhydrous magnesium sulfate and the filtrate evaporated at reduced pressure to afford Tert-Butyl 4-bromobenzylcarbamate (1.23g, 99%). 1H NMR 7.48-7.43 (2H, m), 7.18 (2H, d, 8.4), 4.84 (1H, br s), 4.27 (2H, d, 5.7), 1.46 (9H, s).

References

[1] Patent: EP1056733, 2004, B1. Location in patent: Page 26
[2] Patent: WO2007/28083, 2007, A2. Location in patent: Page/Page column 84
[3] Patent: CN105622638, 2016, A. Location in patent: Paragraph 0312
[4] Tetrahedron, 2001, vol. 57, # 23, p. 4945 - 4954
[5] Chemistry - A European Journal, 2017, vol. 23, # 12, p. 2877 - 2883

TERT-BUTYL 4-BROMOBENZYLCARBAMATE(68819-84-1)Related Product Information

• N-Boc-4-(Cyclopropylmethyl)piperazine
• 1-BOC-4-(1-PYRROLIDINYL)-3,6-DIHYDRO-2H-PYRIDINE
• 2(1H)-ISOQUINOLINECARBOXYLIC ACID, 3,4-DIHYDRO-7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, 1,1-DIMETHYLETHYL ESTER
• tert-butyl 4-(2-bromo-5-fluoropyridin-4-yl)-4-hydroxypiperidine-1-carboxylate
• 1-N-Boc-4-(Phenylamino)piperidine
• tert-butyl 4-(2-aminoethyl)-3,3-difluoropiperidine-1-carboxylate
• 4-(3-AMINO-PHENYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• 1-Boc-4-(2-hydroxyethyl)piperidine
• tert-butyl 4-(3-cyano-4-(methoxycarbonyl)phenyl)piperazine-1-carboxylate
• tert-butyl 5-tert-butylisoxazol-3-ylcarbamate
• 1-Piperazinecarboxylic acid, 4-[3-bromo-4-(methoxycarbonyl)phenyl]-, 1,1-dimethylethyl ester
• 5H-Pyrrolo[3,2-c]pyridine-5-carboxylic acid, 1,4,6,7-tetrahydro-4-oxo-2-(4-pyridinyl)-, 1,1-dimethylethyl ester
• INDEX NAME NOT YET ASSIGNED
• Pentanoic acid, 4,5-diamino-5-oxo-, 1,1-dimethylethyl ester
• Boc-4-Bromo-L-beta-phenylalanine
• Boc-4-Bromo-D-beta-phenylalanine
• (4-Bromophenyl)-tert-butoxycarbonylaminoacetic acid methyl ester
• (R,S)-Boc-3-amino-3-(4-bromophenyl)-propionic acid