Dimethylformamide dimethyl acetal → HCID 54159073, compound

HRID 1248009Notes

Reaction equation

HRID 1248009 reaction equation
[CH3:1][O:2][C:3](=[O:16])[CH2:4][C:5](=[O:15])[CH:6]=[CH:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1.CO[CH:19](OC)[N:20]([CH3:22])[CH3:21]>C1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:16])[C:4](=[CH:19][N:20]([CH3:22])[CH3:21])[C:5](=[O:15])[CH:6]=[CH:7][C:8]1[CH:9]=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 53683143HCID 53683143, compound

Product 1

HCID 54159073HCID 54159073, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
60 °C

Procedure

14.8 g. of 5-(4-chlorophenyl)-3-oxo-4-pentenoic acid methyl ester were dissolved in 100 ml. of benzene and treated with N,N-dimethylformamide dimethylacetal. The red-brown colored solution was stirred at 60° C. for 30 minutes, solvent and excess reagent were removed and there was obtained 5-(4-chlorophenyl)-2-(dimethylaminomethylene)-3-oxo-4-pentenoic acid methyl ester in the form of a red-brown oil which was further processed in this form.

Workup

  1. customsolvent and excess reagent were removed

Sources & evidence

ORD record
ord-943fe9b88b314c139d39d0042d6762f4
Source dataset
uspto-grants-1985_06
Patent number
US04521535

Reaction notes

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