Dimethylformamide dimethyl acetal → Ethyl 2-(2-chlorobenzoyl)-3-dimethylaminopropenoate

HRID 1440786Notes

Reaction equation

HRID 1440786 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>C1C=CC=CC=1>[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:6](=[CH:18][N:19]([CH3:21])[CH3:20])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 292405Ethyl (2-chlorobenzoyl)acetate

Product 1

HCID 54509863Ethyl 2-(2-chlorobenzoyl)-3-dimethylaminopropenoateYield 97.3%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a stirred solution of 5.0 g of ethyl 2-chlorobenzoylacetate in 50 cc of benzene was added dropwise 5 cc of dimethylformamide dimethylacetal in 15 cc of benzene at room temperature. The resulting mixture was heated under reflux for 6 hours. After cooling, the solvent was distilled off to obtain 6.2 g of compound D. Yield: 97.3%.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 6 hours
  3. temperatureAfter cooling
  4. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-76d15191124543359d0e65909b4cdb2b
Source dataset
uspto-grants-1996_03
Patent number
US05500424

Reaction notes

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