Thionyl Chloride → HCID 20030943, compound

HRID 232225Notes

Reaction equation

HRID 232225 reaction equation
[CH3:1][O:2][CH2:3][CH:4]([C:21]([O-:23])=[O:22])[CH2:5][C:6](=O)[C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1)=[O:8].S(Cl)([Cl:26])=O>ClCCCl>[Cl:26][C:6]1([C:7]([O:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([N+:17]([O-:19])=[O:18])=[CH:15][CH:16]=2)=[O:8])[CH2:5][CH:4]([CH2:3][O:2][CH3:1])[C:21](=[O:22])[O:23]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 679023451-(4-Nitrobenzyl) 4-methoxymethyl-2-oxoglutarate

Product 1

HCID 20030943HCID 20030943, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A 340 mg portion of the Compound (78) obtained in Example 78 was dissolved in 14 ml of 1,2-dichloroethane. To the solution was added 0.34 ml of thionyl chloride, and the mixture was heated for 5 hours under reflux. The solvent was evaporated off, and the residue was subjected to a column chromatography using Florisil, followed by elution with hexane-ethyl acetate (5:1) to give 152 mg of the subject Compound (79) as colourless oily product.

Workup

  1. temperaturethe mixture was heated for 5 hours
  2. temperatureunder reflux
  3. customThe solvent was evaporated off
  4. washfollowed by elution with hexane-ethyl acetate (5:1)

Sources & evidence

ORD record
ord-1471aafd195446b4b6fb4caa4dd32d22
Source dataset
uspto-grants-1989_07
Patent number
US04851422

Reaction notes

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