Sodium Thiosulfate → HCID 59822462, compound

HRID 2425764Notes

Reaction equation

HRID 2425764 reaction equation
[CH:1](=[C:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1)[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:14].C(=O)([O-])O.[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[CH3:2][CH:1]1[C:3]2([CH2:8][CH2:7][O:6][CH2:5][CH2:4]2)[O:14]1

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 22965782HCID 22965782, compound

Product 1

HCID 59822462HCID 59822462, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-ethylidenetetrahydro-2H-pyran (about 500 mg, step 1) and 3-chloroperoxybenzoic acid (1.11 g, 4.49 mmol) in dichloromethane (50 mL) was stirred at 0° C. to room temperature for 1 h. Then, saturated aqueous sodium hydrogen carbonate solution (50 mL) and saturated aqueous sodium thiosulfate solution (50 mL) were added, and the aqueous layer was extracted with dichloromethane (100 mL×3). The combined organic layer was dried over magnesium sulfate, and concentrated in vacuo to give 337 mg of the crude title compound as a yellow oil. This was used for the next step without further purification.

Workup

  1. extractionthe aqueous layer was extracted with dichloromethane (100 mL×3)
  2. dry with materialThe combined organic layer was dried over magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ca42f55ad8a149e0a7106ab7cd3e55c1
Source dataset
uspto-grants-2011_06
Patent number
US07964727B2

Reaction notes

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