Sodium Hydroxide → 2,2-Dimethyl-3-(2-trifluoromethyl-2-phenyl-vinyl)-cyclopropanecarboxylic acid

HRID 1980207노트

반응식

HRID 1980207 반응식
C([O:3][C:4]([CH:6]1[CH:8]([CH:9]=[C:10]([C:17]([F:20])([F:19])[F:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]1([CH3:22])[CH3:21])=[O:5])C.[OH-].[Na+]>C(O)C.O>[CH3:21][C:7]1([CH3:22])[CH:8]([CH:9]=[C:10]([C:17]([F:19])([F:20])[F:18])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:6]1[C:4]([OH:5])=[O:3]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 539300192,2-Dimethyl-3-(2-trifluoromethyl-2-phenyl-vinyl)-cyclopropanecarboxylic acid ethyl ester

생성물 1

HCID 538103702,2-Dimethyl-3-(2-trifluoromethyl-2-phenyl-vinyl)-cyclopropanecarboxylic acid수율 36.8%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

21 g (0.067 mol) of 2,2-dimethyl-3-(2-trifluoromethyl-2-phenyl-vinyl)-cyclopropanecarboxylic acid ethyl ester were dissolved in 100 ml of ethanol, a solution of 3.1 g of sodium hydroxide in 75 ml of water was then added and the mixture was heated to the reflux temperature for 4 hours, while stirring. The ethanol was then distilled off under a waterpump vacuum, the residue was taken up in 300 ml of water and the aqueous mixture was extracted once with 300 ml of methylene chloride. The aqueous phase was separated off, acidified with concentrated hydrochloric acid and then extracted twice with 300 ml of methylene chloride. The organic phases were then separated off, dried over magnesium chloride, and the solvent was distilled off under a waterpump vacuum. Last residues of solvent were removed by brief incipient distillation at a bath temperature of 60° C. under 2 mbar. 7 g (36.8% of theory) of 2,2-dimethyl-3-(2-trifluoromethyl-2-phenyl-vinyl)-cyclopropanecarboxylic acid were then obtained as a very viscous light yellow oil.

후처리

  1. temperaturethe mixture was heated to the reflux temperature for 4 hours
  2. distillationThe ethanol was then distilled off under a waterpump vacuum
  3. extractionthe aqueous mixture was extracted once with 300 ml of methylene chloride
  4. customThe aqueous phase was separated off
  5. extractionextracted twice with 300 ml of methylene chloride
  6. customThe organic phases were then separated off
  7. dry with materialdried over magnesium chloride
  8. distillationthe solvent was distilled off under a waterpump vacuum
  9. customLast residues of solvent were removed by brief incipient distillation at a bath temperature of 60° C. under 2 mbar

출처 및 근거

ORD 기록
ord-ff17c758d308418298811b5f237254a1
출처 데이터셋
uspto-grants-1984_11
특허 번호
US04485252

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