3-Chlorobenzaldehyde → HCID 69069678, compound

HRID 1182592Notes

Reaction equation

HRID 1182592 reaction equation
[C:1]1([CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:8][CH2:9][O:10][C:11](=[O:16])[CH2:12][C:13]([CH3:15])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:23]([CH2:25][CH2:26][O:27][C:28](=[O:33])/[CH:29]=[C:30](\[NH2:32])/[CH3:31])#[N:24].[Cl:34][C:35]1[CH:36]=[C:37]([CH:40]=[CH:41][CH:42]=1)[CH:38]=O>CC(O)C>[C:1]1([CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:8][CH2:9][O:10][C:11]([C:12]2[CH:38]([C:37]3[CH:40]=[CH:41][CH:42]=[C:35]([Cl:34])[CH:36]=3)[C:29]([C:28]([O:27][CH2:26][CH2:25][C:23]#[N:24])=[O:33])=[C:30]([CH3:31])[NH:32][C:13]=2[CH3:15])=[O:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 114773-ChlorobenzaldehydeHCID 136714102-Cyanoethyl 3-aminocrotonateHCID 17825670HCID 17825670, compound

Product 1

HCID 69069678HCID 69069678, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

747 mg (2.52 mmol) of acetoacetic acid 3,3-diphenylpropyl ester, 389 mg (2.52 mmol) of 3-aminocrotonate 2-cyanoethyl ester and 0.285 ml (2.52 mmol) of 3-chlorobenzaldehyde were heated and stirred at 80° C. for two nights in 20 ml of 2-propanol. After 2-propanol was evaporated under reduced pressure, the residue was purified by the silica gel chromatography (hexane/ethyl acetate=2/1) to obtain the title compound.

Workup

  1. customAfter 2-propanol was evaporated under reduced pressure
  2. customthe residue was purified by the silica gel chromatography (hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-73627ad81b014168b0e93a475035a40b
Source dataset
uspto-grants-2007_10
Patent number
US07288544B2

Reaction notes

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