Ethanethiol → HCID 22163113, compound

HRID 1088451Notes

Reaction equation

HRID 1088451 reaction equation
[H-].[Na+].C(S)C.C[O:7][C:8]1[CH:9]=[C:10]([CH:13]=[C:14]([CH2:16][CH2:17][CH3:18])[CH:15]=1)[CH:11]=[O:12]>CN(C=O)C>[OH:7][C:8]1[CH:9]=[C:10]([CH:13]=[C:14]([CH2:16][CH2:17][CH3:18])[CH:15]=1)[CH:11]=[O:12]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 24758Sodium hydrideHCID 22163094HCID 22163094, compound

Product 1

HCID 22163113HCID 22163113, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of sodium hydride (183 mg) and ethanethiol (0.6 ml) in DMF (15 ml) was added dropwise a solution of 3-methoxy-5-propyl-benzaldehyde (0.9 g). The reaction mixture was heated for 3 hours at 150°, quenched with NH4OAc buffer and extracted with ethyl ether. The ethyl ether layer was dried (Na2SO4) and evaporated. Flash chromatography of the residue using 30% ether in hexane afforded the title compound.

Workup

  1. temperatureThe reaction mixture was heated for 3 hours at 150°
  2. customquenched with NH4OAc buffer
  3. extractionextracted with ethyl ether
  4. dry with materialThe ethyl ether layer was dried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-30b9d6b8f4304d0eaa89b08fb87a893c
Source dataset
uspto-grants-1990_10
Patent number
US04962203

Reaction notes

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