Acetic Acid → HCID 54100994, compound

HRID 2073615Notes

Reaction equation

HRID 2073615 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[C:13]([O:19][CH2:20][CH2:21][O:22][CH3:23])(=[O:18])[CH2:14][C:15]([CH3:17])=[O:16].N1CCCCC1.C(O)(=O)C>C1C=CC=CC=1>[C:15]([C:14](=[CH:5][C:4]1[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=1[C:2]([F:12])([F:11])[F:1])[C:13]([O:19][CH2:20][CH2:21][O:22][CH3:23])=[O:18])(=[O:16])[CH3:17]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 897342-Methoxyethyl acetoacetateHCID 123067o-(Trifluoromethyl)benzaldehyde

Product 1

HCID 54100994HCID 54100994, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 12.2 g of 2-trifluoromethylbenzaldehyde, 11.2 g of 2-methoxyethyl acetoacetate, 1 ml of piperidine, 2 ml of acetic acid and 150 ml of benzene is refluxed under the condition of azeotropic dehydration for 3.5 hours. The solvent is distilled off under reduced pressure to give red brown oil. The oil is distilled under reduced pressure to give 15.5 g of 2-methoxyethyl α-acetyl-2-trifluoromethylcinnamate, boiling at 145°-151° C./0.5 mmHg.

Workup

  1. temperatureis refluxed under the condition of azeotropic dehydration for 3.5 hours
  2. distillationThe solvent is distilled off under reduced pressure
  3. customto give red brown oil
  4. distillationThe oil is distilled under reduced pressure

Sources & evidence

ORD record
ord-84f4979f5b134882b7d5b1738e5ba32e
Source dataset
uspto-grants-1990_04
Patent number
US04918074

Reaction notes

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