Benzyl mercaptan → HCID 13393808, compound

HRID 978778Notes

Reaction equation

HRID 978778 reaction equation
[Na].[CH2:2]([SH:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[O:14][CH:13]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:12]=1[CH:27]=[O:28]>CO>[CH2:2]([S:9][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[O:14][CH:13]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:12]=1[CH:27]=[O:28])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7509Benzyl mercaptanHCID 5360545Sodium2×HCID 13393783HCID 13393783, compound

Product 1

HCID 13393808HCID 13393808, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.25 g sodium is allowed to react with 150 ml absolute methanol. When all the sodium has disappeared, one adds 6 ml benzylmercaptan and 13.5 g 4-chloro-3-formyl-flav-3-ene and refluxes over 15 minutes. After solvent evaporation and extraction with methylene chloride the residue is crystallized in a mixture of hexane and diisopropylether. Pure 4-benzylmercapto-3-formyl-flav-3-ene is obtained as yellow crystals; m.p. 99°-100° C.

Workup

  1. customAfter solvent evaporation and extraction with methylene chloride the residue
  2. customis crystallized in a mixture of hexane and diisopropylether

Sources & evidence

ORD record
ord-4ae12be373e14c3b9554dce4ee3ba056
Source dataset
uspto-grants-1987_05
Patent number
US04665202

Reaction notes

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