Water → HCID 18950287, compound

HRID 1492388Notes

Reaction equation

HRID 1492388 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4](F)[C:3]=1[CH2:13][S:14][CH3:15].[CH3:16][O-:17].[Na+].O>O1CCCC1>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:17][CH3:16])[C:3]=1[CH2:13][S:14][CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 18950274HCID 18950274, compound

Product 1

HCID 18950287HCID 18950287, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 4-chloro-2-fluoro-3-methylsulphenylmethylbenzoate (11.4 g) in tetrahydrofuran was stirred, with addition of sodium methoxide (3.5 g). After 2 hours water was added and the mixture extracted with ether, dried (magnesium sulphate) and evaporated to give methyl 4-chloro-2-methoxy-3-methylsulphenylmethylbenzoate (10.1 g), NMR (CDCl3) 2.15 (s,3H), 3.9 (3s,8H), 7.15 (d,1H), 7.65 (d,1H).

Workup

  1. extractionthe mixture extracted with ether
  2. dry with materialdried (magnesium sulphate)
  3. customevaporated

Sources & evidence

ORD record
ord-6fab26d7ee104daa910c4490546f9ce9
Source dataset
uspto-grants-1994_12
Patent number
US05374606

Reaction notes

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