Sodium Thiosulfate → HCID 59201144, compound

HRID 1690152Notes

Reaction equation

HRID 1690152 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]([C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH:25]=[CH2:26])[CH:20]=2)=[C:14]([CH2:27][CH2:28][CH3:29])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5].C(=O)([O-])[OH:33].[Na+].ClC1C=CC=C(C(OO)=O)C=1.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[F:1][C:2]([F:30])([F:31])[C:3]([C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]2[CH:20]=[C:21]([CH:25]3[CH2:26][O:33]3)[CH:22]=[CH:23][CH:24]=2)=[C:14]([CH2:27][CH2:28][CH3:29])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:6])([F:5])[F:7]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 59201105HCID 59201105, compound

Product 1

HCID 59201144HCID 59201144, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propyl-1-(3-vinylphenoxy) benzene (686 mg, 1.52 mmol) in chloroform (10 mL), sodium hydrogen carbonate (510 mg), m-chloroperbenzoic acid (60%) (880 mg) were added at room temperature and the resultant mixture was stirred. After completion of the reaction, the reaction solution was added with an aqueous solution of sodium thiosulfate and a saturated aqueous solution of sodium hydrogen carbonate, extracted with ethyl acetate, and then concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane/ethyl acetate) and the title compound (552 mg, yield 78%) was obtained as a colorless oil.

Workup

  1. customAfter completion of the reaction
  2. extractiona saturated aqueous solution of sodium hydrogen carbonate, extracted with ethyl acetate
  3. concentrationconcentrated in vacuo
  4. customThe obtained residue was purified

Sources & evidence

ORD record
ord-3408b8034edc4b818be2a65733e8aa6f
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

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