Triethylamine → Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-oxo-2-butenoate

HRID 1824850Notes

Reaction equation

HRID 1824850 reaction equation
C(N(CC)CC)C.[CH3:8][C:9]1[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[C:10]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([C:19](=[O:28])[CH:20](Br)[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:16]=[CH:17][CH:18]=1>C(Cl)(Cl)(Cl)Cl>[CH3:33][C:29]1[CH:30]=[CH:31][CH:32]=[C:9]([CH3:8])[C:10]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([C:19](=[O:28])[CH:20]=[CH:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 21964536Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-oxo-3-bromobutyrate

Product 1

HCID 73856874Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-oxo-2-butenoate

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Triethylamine (5.95 g, 58.9 mmol) was added to a solution of Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-oxo-3-bromo-butyrate (Step D, 2.47 g, 5.8 mmol) in carbon tetrachloride (50 ml). After stirring for 4 hours at room temperature, the reaction mixture was filtered through a pad of silica gel few times, and concentrated to give the title compound.

Workup

  1. filtrationthe reaction mixture was filtered through a pad of silica gel few times
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-3c42cb8b052647fab948695b6daf788f
Source dataset
uspto-grants-2006_05
Patent number
US07045541B2

Reaction notes

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