Ethyl formate → HCID 58092086, compound

HRID 1873460Notes

Reaction equation

HRID 1873460 reaction equation
C(O[CH:4]=[O:5])C.[Br:6][C:7]1[CH:8]=[C:9]([CH2:14][NH2:15])[CH:10]=[CH:11][C:12]=1[F:13]>>[Br:6][C:7]1[CH:8]=[C:9]([CH:10]=[CH:11][C:12]=1[F:13])[CH2:14][NH:15][CH:4]=[O:5]

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 2724902(3-Bromo-4-fluorophenyl)methanamine

Product 1

HCID 58092086HCID 58092086, compoundYield 69.8%

Conditions

Temperature
0 °C

Procedure

Formic acid ethyl ester (1.48 g) was added dropwise to 1-(3-bromo-4-fluorophenyl)methanamine (3.40 g) that was being stirred under ice cooling (0° C.). The reaction mixture was stirred as it was for 2 hours, then was returned to room temperature, and stirred for another 2 hours. The reaction mixture was directly subjected to purification by silica gel chromatography, to obtain N-(3-bromo-4-fluorobenzyl)formamide (2.7 g) at a yield of 69%.

Workup

  1. stirringThe reaction mixture was stirred as it
  2. customwas returned to room temperature
  3. stirringstirred for another 2 hours
  4. customThe reaction mixture was directly subjected to purification by silica gel chromatography

Sources & evidence

ORD record
ord-d267f9c41a924b7fa44477e836251ddd
Source dataset
uspto-grants-2012_11
Patent number
US08304371B2

Reaction notes

Loading…