Thionyl Chloride → HCID 20030906, compound

HRID 232215Notes

Reaction equation

HRID 232215 reaction equation
[C:1]1([CH:7]([C:24]([O-:26])=[O:25])[CH2:8][C:9](=O)[C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:29])=O>ClCCCl>[Cl:29][C:9]1([C:10]([O:12][CH2:13][C:14]2[CH:15]=[CH:16][C:17]([N+:20]([O-:22])=[O:21])=[CH:18][CH:19]=2)=[O:11])[CH2:8][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:24](=[O:25])[O:26]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 67902354HCID 67902354, compound

Product 1

HCID 20030906HCID 20030906, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

In 4 ml of 1,2-dichloroethane was dissolved 100 mg of the Compound 62 obtained in Example 62. To the solution was added 0.1 ml of thionyl chloride, and the mixture was heated for 4 hours under reflux. The solvent was evaporated off, then the residue was chromatographed on Florisil, followed by elution with hexane-ethyl acetate (2:1) to give 63 mg of the subject Compound (63) as pale yellow crystals.

Workup

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

Sources & evidence

ORD record
ord-771c7dcaaac74f898f099c9e9636ccfd
Source dataset
uspto-grants-1989_07
Patent number
US04851422

Reaction notes

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