HCID 12962755, compound → HCID 10016103, compound

HRID 1720379Notes

Reaction equation

HRID 1720379 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][C:7](=[CH2:11])[C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[C:14]([OH:17])(=[S:16])[CH3:15]>>[C:14]([S:16][CH2:11][CH:7]([CH2:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:13][CH:12]=1)[C:8]([OH:10])=[O:9])(=[O:17])[CH3:15]

Participants

3

Reactant 2

HCID 12962755HCID 12962755, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 10016103HCID 10016103, compoundYield 47%

Procedure

By working in a way similar to that described in example 8 and by using 2-(4-chlorobenzyl)-propenoic acid (6.7 g; 0.034 moles), prepared as described in example 13, and thioacetic acid (3.64 ml; 0.051 moles), a crude was obtained which chromatographed on silica gel (eluent ligroin:ethyl acetate=1:1) afforded 3-acetylthio-2-(4-chlorobenzyl)-propionic acid (4.36 g; 47% yield) as oil.

Workup

  1. customprepared
  2. customa crude was obtained which
  3. customchromatographed on silica gel (eluent ligroin:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-26509e524bbf4b8e8eb822f45d753733
Source dataset
uspto-grants-1996_04
Patent number
US05506259

Reaction notes

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