3-Chlorobenzaldehyde → HCID 69589929, compound

HRID 890166Notes

Reaction equation

HRID 890166 reaction equation
O=[C:2]([CH2:13][CH3:14])[CH2:3][C:4]([O:6][CH2:7][CH2:8][Si:9]([CH3:12])([CH3:11])[CH3:10])=[O:5].[NH2:15]/[C:16](/[CH3:30])=[CH:17]\[C:18]([O:20][CH2:21][CH:22]=[CH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:19].[Cl:31][C:32]1[CH:33]=[C:34]([CH:37]=[CH:38][CH:39]=1)[CH:35]=O>CC(O)C>[Cl:31][C:32]1[CH:33]=[C:34]([CH:35]2[C:17]([C:18]([O:20][CH2:21][CH:22]=[CH:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)=[O:19])=[C:16]([CH3:30])[NH:15][C:2]([CH2:13][CH3:14])=[C:3]2[C:4]([O:6][CH2:7][CH2:8][Si:9]([CH3:12])([CH3:11])[CH3:10])=[O:5])[CH:37]=[CH:38][CH:39]=1

Participants

5

Reactant 3

HCID 114773-ChlorobenzaldehydeHCID 23595852HCID 23595852, compoundHCID 69590383HCID 69590383, compound

Product 1

HCID 69589929HCID 69589929, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

649 mg (3.0 mmol) of (2-trimethylsilylethyl) 3-oxovalerate, 652 mg (3.0 mmol) of (3-phenyl-2-propene-1-yl) 3-aminocrotonate and 0.340 ml (3.0 mmol) of 3-chlorobenzaldehyde were heated at 70° C. under stirring in 15 ml of 2-propanol three nights. The solvent was evaporated under reduced pressure, and the residue was purified by the silica gel chromatography (hexane/ethyl acetate=5/1) to obtain the title compound.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by the silica gel chromatography (hexane/ethyl acetate=5/1)

Sources & evidence

ORD record
ord-4e1f454b222d4b8f820a2a2e5f6a4023
Source dataset
uspto-grants-2006_02
Patent number
US06995179B2

Reaction notes

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