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Methyl 2,2-difluoro-2-phenylacetate → 2,2-Difluoro-2-phenylethanol

HRID 911568
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HRID 911568 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]([F:19])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:9](OC)=[O:10]>C1COCC1>[F:7][C:8]([F:19])([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH2:9][OH:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 12585535Methyl 2,2-difluoro-2-phenylacetateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 97938912,2-Difluoro-2-phenylethanol수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Add lithium aluminum hydride (5.18 mL, 5.18 mmol, 1M solution in THF) to a solution of methyl difluorophenylethanoate (0.964 g, 5.18 mmol, prepared by following the procedure described in J. Org. Chem. 1995, 60, 5174-5179) in anhydrous THF (10 mL) at 0° C. Stir the mixture at room temperature for 45 min. Cool to 0° C. and quench with EtOAc and then water. Separate the organic phase and extract twice the aqueous phase with EtOAc. Dry the combined organic extracts over Na2SO4, filter and concentrate in vacuo to provide the desired intermediate (0.8 g, 98%) that was used without any further purification.

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후처리

  1. customprepared
  2. customat 0° C
  3. temperatureCool to 0° C.
  4. customquench with EtOAc
  5. customSeparate the organic phase
  6. extractionextract twice the aqueous phase with EtOAc
  7. dry with materialDry the combined organic extracts over Na2SO4
  8. filtrationfilter
  9. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-f6d0dd1d7ca34a509adc7d80b412bcc7
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022062B2

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