Sodium → Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2,2,2-trichloroethyl)-, ethyl ester

HRID 2058067Notes

Reaction equation

HRID 2058067 reaction equation
[Na].Br[CH:3]([CH2:13][C:14]([Cl:17])([Cl:16])[Cl:15])[C:4]([CH3:12])([CH3:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]>C(O)(C)(C)C.C1C=CC=CC=1>[Cl:15][C:14]([Cl:17])([Cl:16])[CH2:13][CH:3]1[C:4]([CH3:12])([CH3:11])[CH:5]1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

5

Reactant 2

HCID 5360545SodiumHCID 12607835Ethyl 4-bromo-6,6,6-trichloro-3,3-dimethylhexanoate

Product 1

HCID 108413Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2,2,2-trichloroethyl)-, ethyl esterYield 86%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6386tert-ButanolSolvent

Procedure

To a solution of 46 mg of sodium in a mixture of 12ml of t-butanol and 6 ml of benzene was added, at room temperature, 709 mg of ethyl 4-bromo-6,6,6-trichloro-3,3-dimethylhexanoate. The mixture was treated as described in Example XII A to produce 470 mg (86% yield) of ethyl 2-(β,β,β-trichloroethyl)-3,3-dimethylcyclopropanecarboxylate.

Workup

  1. additionwas added, at room temperature
  2. additionThe mixture was treated

Sources & evidence

ORD record
ord-fe5ef29ad2604d18a5abb476eb8605c6
Source dataset
uspto-grants-1980_07
Patent number
US04214097

Reaction notes

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