Sodium Hydroxide → (1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylic acid

HRID 913791

반응식

HRID 913791 반응식
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([C@@H:11]2[CH2:13][C@H:12]2[C:14]([O:16]CC)=[O:15])[CH:7]=[CH:8][C:9]=1[F:10]>CO>[F:3][C:4]1[CH:5]=[C:6]([C@@H:11]2[CH2:13][C@H:12]2[C:14]([OH:16])=[O:15])[CH:7]=[CH:8][C:9]=1[F:10]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 57407735Ethyl (1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylate

생성물 1

HCID 9834218(1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylic acid수율 98%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
65 °C

실험 절차

Methanol (322.2 g) and 30% sodium hydroxide aqueous solution (65.5 g, 1.8 molar equivalents) were added to a solution of ethyl (1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylate (48.2 wt % toluene solution, net 61.22 g, 270.6 mmol). The mixture was heated at 65° C. with stirring for 2 hours. The resultant mixture was concentrated under reduced pressure, then toluene and water were added to the concentrate. The mixture was acidified with 35% hydrochloric acid. The organic layer was separated and concentrated under reduced pressure. (1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylic acid was obtained as resultant concentrate (net 52.55 g, yield: 98%).

후처리

  1. concentrationThe resultant mixture was concentrated under reduced pressure
  2. additiontoluene and water were added to the concentrate
  3. customThe organic layer was separated
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-cf567b753b7b4610ab2e088b58069324
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026396B2

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