Thionyl Chloride → HCID 20546023, compound

HRID 2059185Notes

Reaction equation

HRID 2059185 reaction equation
[C:1]1([CH:7]([C:13]([O-:15])=[O:14])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:18])=O>>[Cl-:18].[C:1]1([CH:7]([C:13]([O-:15])=[O:14])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 24386Thionyl Chloride2×HCID 21953396HCID 21953396, compound

Product 1

HCID 20546023HCID 20546023, compoundYield 75%

Procedure

One hundred five grams (0.5 mol) of monoethyl phenylmalonate [JACS 74, 5897 (1952)] were refluxed with 119 gm of thionyl chloride in a water bath for 90 minutes, under stirring. The excess thionyl chloride was eliminated in vacuo, and the residue was distilled under reduced pressure (130° to 135° C./15 mm). An amount of 85.0 gm (75% of theory) of monoethyl phenylmalonate chloride was obtained.

Workup

  1. distillationthe residue was distilled under reduced pressure (130° to 135° C./15 mm)

Sources & evidence

ORD record
ord-37041e74e86f472a90905634a67d5ba9
Source dataset
uspto-grants-1982_03
Patent number
US04322418

Reaction notes

Loading…