Thionyl Chloride → HCID 14049831, compound

HRID 232202Notes

Reaction equation

HRID 232202 reaction equation
O=[C:2]([CH2:16][CH2:17][C:18]([O-:20])=[O:19])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)=[O:4].S(Cl)([Cl:23])=O>ClCCCl>[Cl:23][C:2]1([C:3]([O:5][CH2:6][C:7]2[CH:8]=[CH:9][C:10]([N+:13]([O-:15])=[O:14])=[CH:11][CH:12]=2)=[O:4])[CH2:16][CH2:17][C:18](=[O:19])[O:20]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 221664155-[(4-Nitrophenyl)methoxy]-4,5-dioxopentanoate

Product 1

HCID 14049831HCID 14049831, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

In 16 ml of 1,2-dichloroethane was dissolved 0.40 g of the Compound (1) obtained in Example 1. To the solution was added 0.88 ml of thionyl chloride. The mixture was heated for 10 hours under reflux. The solvent was evaporated off, and the residue was subjected to a silica gel column chromatography, followed by elution with hexane-ethyl acetate (3:1) to give 0.36 g of the subject Compound (15) as colorless oil.

Workup

  1. temperatureThe mixture was heated for 10 hours
  2. temperatureunder reflux
  3. customThe solvent was evaporated off
  4. washfollowed by elution with hexane-ethyl acetate (3:1)

Sources & evidence

ORD record
ord-d0ae1d9eed84417eaaa8d23cb6753991
Source dataset
uspto-grants-1989_07
Patent number
US04851422

Reaction notes

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