Sodium Hydroxide → 4-Chloro-3-cyclopropylmethylthio-2-methylbenzoic acid

HRID 548592Notes

Reaction equation

HRID 548592 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[C:6]([CH3:14])[C:5]=1[S:15][CH2:16][CH:17]1[CH2:19][CH2:18]1>CO>[Cl:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([OH:10])=[O:9])=[C:6]([CH3:14])[C:5]=1[S:15][CH2:16][CH:17]1[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67158113Methyl 4-chloro-3-cyclopropylmethylthio-2-methylbenzoate

Product 1

HCID 671589234-Chloro-3-cyclopropylmethylthio-2-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3 ml of 20% strength aqueous sodium hydroxide solution were added to 1.20 g (4.43 mmol) of methyl 4-chloro-3-cyclopropylmethylthio-2-methylbenzoate in 30 ml of methanol, and the mixture was stirred at RT for 16 h. For work-up, the mixture was concentrated on a rotary evaporator, and the residue was taken up in water. The mixture was acidified with 1M HCl, and the product was then filtered off as a solid. This gave 1.1 g of pure product.

Workup

  1. concentrationFor work-up, the mixture was concentrated on a rotary evaporator
  2. filtrationthe product was then filtered off as a solid

Sources & evidence

ORD record
ord-c0c01fdc96ee49c194c26ab5ea6a0d9e
Source dataset
uspto-grants-2011_05
Patent number
US07943551B2

Reaction notes

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