Thionyl Chloride → HCID 22336854, compound

HRID 853738Notes

Reaction equation

HRID 853738 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[CH:10]([C:14]([OH:16])=O)[C:11](O)=[O:12].S(Cl)([Cl:19])=O>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[C:10]([C:14]([Cl:19])=[O:16])=[C:11]=[O:12]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22336865HCID 22336865, compound

Product 1

HCID 22336854HCID 22336854, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
95 °C

Procedure

30 g of 2-(2,4,5-trimethylphenyl)-malonic acid were suspended in 60 ml of toluene at 50 to 60° C. and 62.5 ml of thionyl chloride-were added dropwise. The mixture was then heated at 90 to 100° C. for 15 hours. It was then cooled, the volatile constituents were driven off with an inert gas and the excess thionyl chloride was distilled off. 30.6 g of 2,4,5-trimethylphenylchlorocarbonyl ketene were isolated as the residue.

Workup

  1. temperatureIt was then cooled
  2. distillationthe excess thionyl chloride was distilled off

Sources & evidence

ORD record
ord-577c832609354cc38e690f4b910d5029
Source dataset
uspto-grants-2007_08
Patent number
US07256158B2

Reaction notes

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