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Water → rac-(1R,2R)-2-(4-fluorophenyl)cyclopropane-1-carboxylic acid

HRID 488847
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HRID 488847 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10][CH:9]2[C:11](N2C3CC4C(C)(C)C3(CC4)CS2(=O)=O)=[O:12])=[CH:4][CH:3]=1.[OH2:27].[OH-].[Li+].O>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]2[CH2:10][C@H:9]2[C:11]([OH:12])=[O:27])=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 85216779HCID 85216779, 화합물

생성물 1

HCID 10535366rac-(1R,2R)-2-(4-fluorophenyl)cyclopropane-1-carboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

A suspension of the product from step b) (3.74 g) and lithium hydroxide monohydrate (4.11 g) in tetrahydrofuran (100 ml)/water (3 ml) was stirred at 50° C. for 24 hours. The reaction mixture was concentrated in vacuo, and the residue dissolved in water (100 ml), acidified with 2N HCl and extracted into dichloromethane (3×75 ml). The organics were dried and concentrated. Purification (SiO2, isohexane:diethylether 2:1 as eluant) gave the subtitle compound as a colourless solid (1.78 g).

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe residue dissolved in water (100 ml)
  3. extractionextracted into dichloromethane (3×75 ml)
  4. customThe organics were dried
  5. concentrationconcentrated
  6. customPurification (SiO2, isohexane:diethylether 2:1 as eluant)

출처 및 근거

ORD 기록
ord-148a68b986fe441184fbf16221b7cc7d
출처 데이터셋
uspto-grants-2005_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06974868B2

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