Methanol → HCID 15132842, compound

HRID 476536Notes

Reaction equation

HRID 476536 reaction equation
[Cl:1][C:2]1[C:11]([CH2:12][O:13][CH3:14])=[C:10]([S:15]([CH3:18])(=[O:17])=[O:16])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].CO.[OH-].[Na+]>O>[Cl:1][C:2]1[C:11]([CH2:12][O:13][CH3:14])=[C:10]([S:15]([CH3:18])(=[O:17])=[O:16])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 15132841HCID 15132841, compound

Product 1

HCID 15132842HCID 15132842, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution comprising 3.0 g of methyl 2-chloro-4-methanesulfonyl-3-methoxymethylbenzoate and 20 ml of methanol, a solution comprising 0.57 g of sodium hydroxide (93%) and 2 ml of water was added, and the mixture was stirred at room temperature for 30 minutes. After an addition of 10 ml of water, the mixture was concentrated under reduced pressure. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted with chloroform. The extract was dried over anhydrous sodium sulfate. Then, the solvent was distilled off to obtain 2.6 g of the desired product. Melting point: 137°-141° C.

Workup

  1. additionwas added
  2. concentrationthe mixture was concentrated under reduced pressure
  3. additionThen, dilute hydrochloric acid was added
  4. extractionthe mixture was extracted with chloroform
  5. dry with materialThe extract was dried over anhydrous sodium sulfate
  6. distillationThen, the solvent was distilled off

Sources & evidence

ORD record
ord-1137903163be47bab714773d11df387f
Source dataset
uspto-grants-1989_12
Patent number
US04885022

Reaction notes

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