Sodium Sulfate → HCID 53639050, compound

HRID 2352667Notes

Reaction equation

HRID 2352667 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([O:10]O)=O)C=1.[C:12]([O:15][CH:16]=[CH:17][CH2:18][F:19])(=[O:14])[CH3:13].[O-][S:21]([O-:24])(=O)=O.[Na+].[Na+].[C:27]([O-])(O)=O.[Na+]>C(Cl)Cl>[C:12]([O:15][CH2:16][CH:17]=[C:18]([F:19])[S:21]([CH2:2][CH2:7][CH2:6][CH2:5][CH2:4][CH2:8][O:10][CH3:27])=[O:24])(=[O:14])[CH3:13]

Participants

6

Reactant 4

HCID 24436Sodium SulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 53710784HCID 53710784, compound

Product 1

HCID 53639050HCID 53639050, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

M-chloroperbenzoic acid (85%; 0.15 g, 0.75 mmol) is added to a solution of the above fluoropropenyl acetate (0.20 g, 0.75 mmol) in 3 ml of methylene chloride at 5°. The mixture is stirred for 15 min. and is then worked up with aq. Na2SO4 and sat'd aq. NaHCO3, washed with brine and stripped of solvent to give 3-fluoro-3-(6-methoxyhexylsulfinyl)-2-propenyl acetate. The product is purified by prep. TLC on silica gel eluting with 50% ethyl acetate/hexane. The upper band is collected to give (E)-3-fluoro-3-(6-methoxyhexylsulfinyl)-2-propenyl acetate (cpd. 10, Table A).

Workup

  1. washwashed with brine

Sources & evidence

ORD record
ord-d7adcf4c8b2041cca33e671c047bacba
Source dataset
uspto-grants-1989_10
Patent number
US04877899

Reaction notes

Loading…