Triethylamine → benzyl N-(2-bromoethyl)carbamate

HRID 747749Notes

Reaction equation

HRID 747749 reaction equation
Br(O)(=O)=O.[Br:5][CH2:6][CH2:7][NH2:8].C(N(CC)CC)C.Cl[C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18]>ClCCl>[CH2:20]([O:19][C:17](=[O:18])[NH:8][CH2:7][CH2:6][Br:5])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 86760711HCID 86760711, compound

Product 1

HCID 278694benzyl N-(2-bromoethyl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

10 g (49 mmol) of 2-bromoethylamine bromate and 15 ml of triethylamine were dissolved in dichloromethane. 7.8 ml (49 mmol) of benzyl chloroformate was added to the solution under cooling with ice, and they were stirred at room temperature. After the treatment with dichloromethane as the extractant in an ordinary manner, the crude product was obtained. The crude product was purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. temperatureunder cooling with ice, and they
  2. customThe crude product was purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-bed04e71776e4e4d93bf32ce3362d66a
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

Loading…