Aluminium lithium hydride → (2-(Difluoromethyl)phenyl)methanol

HRID 1170904노트

반응식

HRID 1170904 반응식
[F:1][CH:2]([F:13])[C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5](OC)=[O:6].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1.C(OCC)(=O)C.[OH-].[Na+]>[F:1][CH:2]([F:13])[C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[CH2:5][OH:6]

참가 물질

6

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 53435083Methyl 2-(difluoromethyl)benzoate

생성물 1

HCID 59553902(2-(Difluoromethyl)phenyl)methanol수율 80.7%

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매HCID 14798Sodium Hydroxide용매

실험 절차

To a solution of methyl 2-(difluoromethyl)benzoate (700 mg, 3.76 mmol) in THF was added 1M lithium aluminum hydride in THF (5.64 mL, 11.3 mmol) dropwise at room temperature for 1 h. The reaction was then poured into ice water (100 mL) and diluted with ethyl acetate (200 mL) and 2N sodium hydroxide aqueous solution (100 mL). The organic phase was then separated and washed with brine (50 mL), dried over sodium sulfate and concentrated, to give (2-(difluoromethyl)phenyl)methanol as an oil (480 mg). 1H NMR (400 MHz, CDCl3) δ 7.56 (d, 1H), 7.41 (m, 3H), 6.93 (t, 1H), 4.82 (s, 2H).

후처리

  1. customThe organic phase was then separated
  2. washwashed with brine (50 mL)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f1d8f1e6952a4241839c668adf23fb81
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07829572B2

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