Acetic Acid → HCID 54543637, compound

HRID 1647269Notes

Reaction equation

HRID 1647269 reaction equation
[O:1]=[C:2]([CH2:8][CH2:9][CH2:10][CH3:11])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[Br:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1.N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1>[Br:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[C:3]([C:2](=[O:1])[CH2:8][CH2:9][CH2:10][CH3:11])[C:4]([O:6][CH3:7])=[O:5])=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 707414-BromobenzaldehydeHCID 546075Methyl 3-oxoheptanoate

Product 1

HCID 54543637HCID 54543637, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.58 g (10 mmol) of methyl 3-oxoheptanoate, 1.85 g (10 mmol) of 4-bromobenzaldehyde, 0.04 ml of piperidine, 0.12 ml of acetic acid and 10 ml of toluene is heated to the refluxing temperature in a 25-ml round-bottomed flask equipped with a Dean and Stark apparatus. After two hours of heating, the theoretical amount of water is recovered and the toluene is evaporated off under vacuum.

Workup

  1. temperatureis heated to the refluxing temperature in a 25-ml round-bottomed flask
  2. customequipped with a Dean and Stark apparatus
  3. temperatureAfter two hours of heating
  4. customthe theoretical amount of water is recovered
  5. customthe toluene is evaporated off under vacuum

Sources & evidence

ORD record
ord-f271096e188c45b398fc60fb93a98c56
Source dataset
uspto-grants-1995_07
Patent number
US05430149

Reaction notes

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