Water → HCID 10037300, compound

HRID 1463187Notes

Reaction equation

HRID 1463187 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[C:9](=[O:11])[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[CH:17]=O.[OH-].[Na+].O>C(O)C>[S:12]1[CH:16]=[CH:15][CH:14]=[C:13]1/[CH:17]=[CH:10]/[C:9](=[O:11])/[CH:8]=[CH:7]/[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 73642-ThiophenecarboxaldehydeHCID 14798Sodium HydroxideHCID 637759Benzylideneacetone

Product 1

HCID 10037300HCID 10037300, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 65.1 g (0.45 mol) of E-4-phenyl-3-buten-2-one, 50 g (0.45 mol) of 2-thiophenecarboxaldehyde, 4 mL of aqueous 10% sodium hydroxide, 50 mL of water, and 75 mL of ethanol was stirred at ambient temperature for 15 hours. The solid which separated was collected by filtration and air dried to give 85.6 g (80% yield) of E,E-1-(2-thienyl)-5-phenyl-1,4-pentadien-3-one as a yellow solid. 1H NMR, IR, and FDMS analyses were consistent with the expected structure.

Workup

  1. customThe solid which separated
  2. filtrationwas collected by filtration and air
  3. customdried

Sources & evidence

ORD record
ord-477a0ec423ff467fa5016e071b2630ab
Source dataset
uspto-grants-1994_04
Patent number
US05300385

Reaction notes

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