Ethanol → 4-p-Tolylsulfonyl-4-methyl-3-dimethoxymethyl-pentanoic acid

HRID 2166957

Reaction equation

HRID 2166957 reaction equation
[C:1]1([CH3:24])[CH:6]=[CH:5][C:4]([S:7]([C:10]([CH3:23])([CH3:22])[CH:11]([CH:17]([O:20][CH3:21])[O:18][CH3:19])[CH2:12][C:13]([O:15]C)=[O:14])(=[O:9])=[O:8])=[CH:3][CH:2]=1.C(O)C.[OH-].[Na+]>O>[C:1]1([CH3:24])[CH:6]=[CH:5][C:4]([S:7]([C:10]([CH3:22])([CH3:23])[CH:11]([CH:17]([O:18][CH3:19])[O:20][CH3:21])[CH2:12][C:13]([OH:15])=[O:14])(=[O:9])=[O:8])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 12850320Methyl 4-p-tolylsulfonyl-4-methyl-3-dimethoxymethylpentanoate

Product 1

HCID 128503174-p-Tolylsulfonyl-4-methyl-3-dimethoxymethyl-pentanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g of the product of Step A was added to a mixture of 20 ml of ethanol and 20 ml of aqueous 2 N sodium hydroxide solution and the mixture was refluxed for 17 hours and was cooled and poured into water. The mixture was extracted with methylene chloride and the organic phase was evaporated to dryness to obtain 4-p-tolylsulfonyl-4-methyl-3-dimethoxymethyl-pentanoic acid.

Workup

  1. temperaturethe mixture was refluxed for 17 hours
  2. temperaturewas cooled
  3. extractionThe mixture was extracted with methylene chloride
  4. customthe organic phase was evaporated to dryness

Sources & evidence

ORD record
ord-1f8589769f9842c4948589fc9c8644e6
Source dataset
uspto-grants-1983_06
Patent number
US04390724

Linked notes

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