Hydrochloric Acid → S-(2,4,5-Trichlorophenyl) 4-(hydroxy)thiobenzoate

HRID 231954Notes

Reaction equation

HRID 231954 reaction equation
C([O:4][C:5]1[CH:22]=[CH:21][C:8]([C:9]([S:11][C:12]2[CH:17]=[C:16]([Cl:18])[C:15]([Cl:19])=[CH:14][C:13]=2[Cl:20])=[O:10])=[CH:7][CH:6]=1)(=O)C.Cl>O1CCCC1>[OH:4][C:5]1[CH:22]=[CH:21][C:8]([C:9]([S:11][C:12]2[CH:17]=[C:16]([Cl:18])[C:15]([Cl:19])=[CH:14][C:13]=2[Cl:20])=[O:10])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 713332164-{[(2,4,5-Trichlorophenyl)sulfanyl]carbonyl}phenyl acetate

Product 1

HCID 86743245S-(2,4,5-Trichlorophenyl) 4-(hydroxy)thiobenzoateYield 60.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

S-(2,4,5-Trichlorophenyl) 4-(acetoxy)thiobenzoate (10 g) in tetrahydrofuran was treated with 25 ml of 5.6M hydrochloric acid and stirred at room temperature overnight. The solvents were evaporated in vacuo to give a product which was purified by column chromatography (silica; ethyl acetate-hexane mixtures as eluant) to afford the title compound (5.4 g).

Workup

  1. customThe solvents were evaporated in vacuo
  2. customto give a product which
  3. customwas purified by column chromatography (silica; ethyl acetate-hexane mixtures as eluant)

Sources & evidence

ORD record
ord-c9e72c98bdc84eb39bae8f59c7a67c7d
Source dataset
uspto-grants-1989_07
Patent number
US04849419

Reaction notes

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