4-Dimethylamino-2-nitrobenzaldehyde → HCID 70216993, compound

HRID 1976880Notes

Reaction equation

HRID 1976880 reaction equation
[CH3:1][N:2]([CH3:14])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[C:5]([N+:11]([O-:13])=[O:12])[CH:4]=1.[C:15]([CH2:20][CH:21]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:17][CH2:18][CH3:19])=[O:16]>C1C=CC=CC=1>[CH3:1][N:2]([CH3:14])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[C:20]([CH3:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:5]([N+:11]([O-:13])=[O:12])[CH:4]=1

Participants

4

Reactant 2

HCID 2913524-Dimethylamino-2-nitrobenzaldehydeHCID 12607919Ethyl 3-(triphenyl-lambda~5~-phosphanylidene)propanoate

Product 1

HCID 70216993HCID 70216993, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Into 250 ml of benzene, 20.0 g (0.10 mol) of 4-dimethylamino-2-nitrobenzaldehyde and 36.2 g (0.10 mol) of carbethoxyethylidene triphenylphosphorane (manufactured by Aldrich Chemical Co., Inc.) were dissolved, and the mixture was stirred at room temperature for one night. The solvent was evaporated under a reduced pressure, whereby 58 g of a crude product were obtained. This product was refined by a column chromatography (aminopropylated silica gel: Fuji Silysia Chem. Co., NH-DM1020), whereby 20.8 g of the aimed compound were obtained as a crystal (yield: 74.7%).

Workup

  1. customThe solvent was evaporated under a reduced pressure
  2. customwhereby 58 g of a crude product were obtained

Sources & evidence

ORD record
ord-9f9b8c07b4e64be49820668bbe22be61
Source dataset
uspto-grants-2001_05
Patent number
US06229020B1

Reaction notes

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