Thionyl Chloride → HCID 54203610, compound

HRID 866792Notes

Reaction equation

HRID 866792 reaction equation
[CH3:1][C:2]1([CH3:12])[C@@H:4]([C:5](O)=[O:6])[C@@H:3]1[CH:8]=[C:9]1[CH2:11][CH2:10]1.S(Cl)([Cl:15])=O>C1C=CC=CC=1>[CH3:1][C:2]1([CH3:12])[C@@H:4]([C:5]([Cl:15])=[O:6])[C@@H:3]1[CH:8]=[C:9]1[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22794917HCID 22794917, compound

Product 1

HCID 54203610HCID 54203610, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1.1 gm of dl-trans 3,3-dimethyl-2-cyclopropylidenemethyl-1-cyclopropanecarboxylic acid were introduced into 5 cc of benzene and 0.55 cc of thionyl chloride were added over about 15 minutes. Next, the reaction mixture was agitated for 3 hours at room temperature, after which the solvent and the excess thionyl chloride were eliminated by distillation under reduced pressure to obtain 1.2 gm of raw dl-trans 3,3-dimethyl-2-cyclopropylidenemethyl-1-cyclopropanecarboxylic acid chloride. The product was utilized as such for the next step.

Workup

  1. additionwere added over about 15 minutes
  2. distillationafter which the solvent and the excess thionyl chloride were eliminated by distillation under reduced pressure

Sources & evidence

ORD record
ord-66488ee4b6944507837eeb997ea18d0f
Source dataset
uspto-grants-1978_07
Patent number
US04101574

Reaction notes

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