Benzene → HCID 54466938, compound

HRID 2073612Notes

Reaction equation

HRID 2073612 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[C:8]([O:14][CH3:15])(=[O:13])[CH2:9][C:10]([CH3:12])=[O:11].C1C=CC=CC=1.N1CCCCC1>C(O)(=O)C>[C:10]([C:9](=[CH:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[C:8]([O:14][CH3:15])=[O:13])(=[O:11])[CH3:12]

Participants

6

Reactant 4

HCID 241BenzeneHCID 73642-ThiophenecarboxaldehydeHCID 7757Methyl acetoacetateHCID 8082Piperidine

Product 1

HCID 54466938HCID 54466938, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 112 g of 2-thiophenecarbaldehyde, 116 g of methyl acetoacetate, 770 ml of benzene, 4 ml of acetic acid and 3 ml of piperidine is heated under reflux for 2.5 hours under the condition of azeotropic dehydration. The benzene is evaporated under reduced pressure and the residual solvent is distilled off to give 199 g of methyl 2-acetyl-3-(2-thienyl)acrylate, boiling at 130°-160° C./0.2 mmHg.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2.5 hours under the condition of azeotropic dehydration
  3. customThe benzene is evaporated under reduced pressure
  4. distillationthe residual solvent is distilled off

Sources & evidence

ORD record
ord-fbd7ca06ecd644dc99760cc8dfeb2261
Source dataset
uspto-grants-1990_04
Patent number
US04918074

Reaction notes

Loading…