Thionyl Chloride → HCID 14798665, compound

HRID 232200Notes

Reaction equation

HRID 232200 reaction equation
O=[C:2]([CH2:7][CH2:8][C:9]([O-:11])=[O:10])[C:3]([O:5][CH3:6])=[O:4].S(Cl)([Cl:14])=O>ClCCl.CN(C)C=O>[Cl:14][C:2]1([C:3]([O:5][CH3:6])=[O:4])[CH2:7][CH2:8][C:9](=[O:10])[O:11]1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 22166434HCID 22166434, compound

Product 1

HCID 14798665HCID 14798665, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

In 10 ml of dichloromethane was dissolved 1.0 g of Compound (10). To the solution were added 911 μl of thionyl chloride and one drop of N,N-dimethylformamide. The mixture was stirred at room temperature for 15 hours. The reaction solution was concentrated. The concentrate was subjected to a flash chromatography using silica gel, followed by elution with hexane-ethyl acetate (1:2) to give 985 mg of the subject Compound (13).

Workup

  1. concentrationThe reaction solution was concentrated
  2. washfollowed by elution with hexane-ethyl acetate (1:2)

Sources & evidence

ORD record
ord-0d105a575c56437eba7cd942398fe09e
Source dataset
uspto-grants-1989_07
Patent number
US04851422

Reaction notes

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