Dimethylamine → 2-(3-Bromophenyl)-N,N-dimethylacetamide

HRID 379989Notes

Reaction equation

HRID 379989 reaction equation
[CH3:1][NH:2][CH3:3].[Br:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([OH:14])=O)[CH:8]=[CH:9][CH:10]=1>CN(C)C1C=CN=CC=1.O1CCCC1.ClCCl>[Br:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([N:2]([CH3:3])[CH3:1])=[O:14])[CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 2

HCID 674DimethylamineHCID 74653(3-Bromophenyl)acetic acid

Product 1

HCID 147400192-(3-Bromophenyl)-N,N-dimethylacetamide

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

Prepared according to the method described in Example 24a) from 1-(3-is dimethylaminopropyl)-3-ethylcarbodiimide 4-hydrochloride (2.15 g), 4-dimethylaminopyridine (3.82 g), a 2M solution of dimethylamine in tetrahydrofuran (10 ml) and a solution of 3-bromophenylacetic acid (2.15 g) in dichloromethane (100 ml). The mixture was stirred overnight at room temperature. The reaction mixture was washed with 2M hydrochloric acid (3×100 ml), the organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated. The sub-title compound was obtained as an oil (2.89 g).

Workup

  1. customPrepared
  2. washThe reaction mixture was washed with 2M hydrochloric acid (3×100 ml)
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-45a094f8b7f6481281ef8e1b106cc61f
Source dataset
uspto-grants-2001_10
Patent number
US06300352B1

Reaction notes

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