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Aluminium lithium hydride → 4-(Difluoromethyl)benzenemethanol

HRID 1672567
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HRID 1672567 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[F:7][CH:8]([F:19])[C:9]1[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[CH:11][CH:10]=1>C1COCC1>[F:7][CH:8]([F:19])[C:9]1[CH:10]=[CH:11][C:12]([CH2:13][OH:14])=[CH:17][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 22262108Methyl 4-(difluoromethyl)benzoate

생성물 1

HCID 574463234-(Difluoromethyl)benzenemethanol수율 81.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of LAH (1.0 M in THF, 31 mL, 31 mmol) was added dropwise to a solution of Example 38A (5.82 g, 31.3 mmol) in THF (100 mL) at 0° C. The reaction was stirred for 1 hr, then quenched by careful addition of solid Na2SO4.10H2O. The mixture was warmed to ambient temperature and stirred 30 min. Celite filter aid was added and the mixture was filtered. The filtrate was concentrated in vacuo to yield 4.02 g (81%) of the title compound as a colorless oil. 1H NMR (300 MHz, DMSO-d6) δ 7.52 (d, J=8.2, 2H), 7.48-7.41 (m, 2H), 7.00 (t, J=56.0, 1H), 5.30 (t, J=5.7, 1H), 4.55 (d, J=5.4, 2H).

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후처리

  1. customquenched by careful addition of solid Na2SO4.10H2O
  2. stirringstirred 30 min
  3. filtrationCelite filter aid
  4. additionwas added
  5. filtrationthe mixture was filtered
  6. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-84fa6256da5a4113b37a983f18ad73fb
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07998993B2

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