Water → HCID 10037300, compound

HRID 1707382Notes

Reaction equation

HRID 1707382 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 65.1g (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-d03410e5342f422882636e1cdccbf983
Source dataset
uspto-grants-1994_10
Patent number
US05352802

Reaction notes

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