Diethyl Ether → N-Benzyl-2-bromo-N-methylacetamide

HRID 374636Notes

Reaction equation

HRID 374636 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[CH3:6][NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(N(CC)CC)C.CCOCC>C(Cl)Cl>[CH3:6][N:7]([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3](=[O:4])[CH2:2][Br:1]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 7669N-MethylbenzylamineHCID 8471TriethylamineHCID 61147Bromoacetyl bromide

Product 1

HCID 150681N-Benzyl-2-bromo-N-methylacetamideYield 100.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

At 0° C., a solution of 10 g of bromoacetyl bromide in 20 ml of DCM is added to a solution of 6 g of methylbenzylamine and 5g of triethylamine in 50 ml of DCM. After one night at RT, ether is added, the precipitate formed is filtered off and the filtrate is concentrated to give 12 g of the expected product in crude form.

Workup

  1. waitAfter one night at RT
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-34a12460b3c14aa8b4a83664edd007bf
Source dataset
uspto-grants-1996_01
Patent number
US05481005

Reaction notes

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