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

HRID 1742376Notes

Reaction equation

HRID 1742376 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 5 g 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-50f1fa84a1a743999d044944ce5f4a8e
Source dataset
uspto-grants-1994_08
Patent number
US05338755

Reaction notes

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