Sodium Carbonate → HCID 57307887, compound

HRID 2352662Notes

Reaction equation

HRID 2352662 reaction equation
[C:1]([O:4][CH2:5][CH:6]=[C:7]([F:15])[S:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])(=[O:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:24])C=1.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[C:1]([O:4][CH2:5][CH:6]=[C:7]([F:15])[S:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:24])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 53870048HCID 53870048, compound

Product 1

HCID 57307887HCID 57307887, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3-fluoro-3-hexylthio-2-propenyl acetate (0.36 g, 1.5 mmol) in 5 ml of methylene chloride is added m-chloroperbenzoic acid (0.34 g, 1.7 mmol) at 5°. After the reaction is complete, the reaction mixture is diluted with methylene chloride, poured into aqueous saturated Na2CO3, extracted with methylene chloride (2X), washed with brine, dried and stripped of solvent to give 3-fluoro-3-hexylsulfinyl2-propenyl acetate. The product is purified by prep. TLC on silica gel eluting with 40% ethylacetate/hexane. The upper band is collected to give (E)-3-fluoro-3-hexylsulfinyl-2propenyl acetate (cpd. 1, Table A).

Workup

  1. extractionextracted with methylene chloride (2X)
  2. washwashed with brine
  3. customdried

Sources & evidence

ORD record
ord-f5fd59f5749a454b9fd62f1a4ab8be27
Source dataset
uspto-grants-1989_10
Patent number
US04877899

Reaction notes

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