Sodium Hydroxide → HCID 14821669, compound

HRID 2352663Notes

Reaction equation

HRID 2352663 reaction equation
C([O:4][CH2:5]/[CH:6]=[C:7](\[F:16])/[S:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:9])(=O)C.[OH-].[Na+]>CO.O>[F:16]/[C:7](/[S:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:9])=[CH:6]\[CH2:5][OH:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 14821667HCID 14821667, compound

Product 1

HCID 14821669HCID 14821669, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of (E)-3-fluoro-3-hexylsulfinyl-2propenyl acetate (3.0 g, 12.0 mmol) in 20 ml of methanol under N2 is added aqueous sodium hydroxide (3.0 g, 37.5 mmol). After 30 min. at RT, the solution is diluted with water and extracted with ether. The aqueous phase is diluted with saturated brine and extracted again with ether. The combined ether extracts are dried over Na2SO4 and stripped to give (E)-3-fluoro-3-hexylsulfinyl-2-propenol (cpd. 2, Table A).

Workup

  1. extractionextracted with ether
  2. additionThe aqueous phase is diluted with saturated brine
  3. extractionextracted again with ether
  4. dry with materialThe combined ether extracts are dried over Na2SO4

Sources & evidence

ORD record
ord-00c30a057a504796b02c800f209fb4e5
Source dataset
uspto-grants-1989_10
Patent number
US04877899

Reaction notes

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