Acetone → HCID 10014818, compound

HRID 1463188Notes

Reaction equation

HRID 1463188 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH:6]=O)=[CH:2]1.[CH3:8][C:9]([CH3:11])=[O:10].[CH2:12](O)[CH3:13].[OH-].[Na+]>O>[S:1]1[CH:2]=[CH:3][C:12](/[CH:13]=[CH:8]/[C:9](=[O:10])/[CH:11]=[CH:6]/[C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)=[CH:5]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 702EthanolHCID 14798Sodium HydroxideHCID 681353-Thiophenecarboxaldehyde

Product 1

HCID 10014818HCID 10014818, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 29.8 g (0.27 mol) of 3-thiophenecarboxaldehyde, 7.7 g (0.13 mol) of acetone, 80 mL of ethanol, 40 mL of water, and 2 mL of 10% aqueous sodium hydroxide was stirred for 15 hours at ambient temperature. The solid that crystallized from the mixture was collected by filtration, and is dried to give 29.2 g (46% yield) of E,E-1,5-di-(3-thienyl)-1,4-pentadien-3-one as a yellow solid. 1H NMR, IR, and FDMS analyses were consistent with the expected structure. Elemental analysis: Calcd for C13H10OS2 : C, 63.38; H, 4.09. Found: C, 63.10; H, 4.12.

Workup

  1. customThe solid that crystallized from the mixture
  2. filtrationwas collected by filtration
  3. customis dried

Sources & evidence

ORD record
ord-62ae52704ba741a2b1c596f1fe984742
Source dataset
uspto-grants-1994_04
Patent number
US05300385

Reaction notes

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