Thionyl Chloride → HCID 54203610, compound

HRID 1973518Notes

Reaction equation

HRID 1973518 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-51220a66e1154aceb4ecd79be59af29c
Source dataset
uspto-grants-1976_12
Patent number
US03997586

Reaction notes

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