Thionyl Chloride → (3-Acetyloxy-5-carbonochloridoylphenyl) acetate

HRID 1381887Notes

Reaction equation

HRID 1381887 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([O:14][C:15](=[O:17])[CH3:16])[CH:13]=1)[C:8](O)=[O:9])(=[O:3])[CH3:2].S(Cl)([Cl:20])=O>C1C=CC=CC=1>[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([O:14][C:15](=[O:17])[CH3:16])[CH:13]=1)[C:8]([Cl:20])=[O:9])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 5398693,5-Diacetoxybenzoic Acid

Product 1

HCID 11368883(3-Acetyloxy-5-carbonochloridoylphenyl) acetate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

42 g of 3,5-diacetoxybenzoic acid are heated under reflux for 5 hours with 300 ml of benzene and 26 ml of thionyl chloride. The reaction mixture is concentrated by evaporation and the residue is taken up in benzene and again concentrated by evaporation. 3,5-diacetoxybenzoyl chloride having a melting point of 85°-87° is thus obtained.

Workup

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. concentrationagain concentrated by evaporation

Sources & evidence

ORD record
ord-166c6cd893e64cb0817368cb3576b84f
Source dataset
uspto-grants-1989_02
Patent number
US04804661

Reaction notes

Loading…