Aluminium lithium hydride → (4-(Benzofuran-2-ylmethoxy)phenyl)methanol

HRID 2061382노트

반응식

HRID 2061382 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][O:11][C:12]1[CH:22]=[CH:21][C:15]([C:16](OCC)=[O:17])=[CH:14][CH:13]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][O:11][C:12]1[CH:22]=[CH:21][C:15]([CH2:16][OH:17])=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 59603176Ethyl 4-(benzofuran-2-ylmethoxy)benzoate

생성물 1

HCID 66601277(4-(Benzofuran-2-ylmethoxy)phenyl)methanol수율 58.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Compound 93 (300 mg, 1.01 mmol) was dissolved in THF (15 mL) and LiAlH4 (38 mg, 1.01 mmol) was added portionwise, with vigorous stirring. The suspension was stirred at room temperature for 1 h. THF was evaporated off in-vacuo. The crude residue was taken up in EtOAc and washed with water, brine and dried (MgSO4). EtOAc was evaporated off in-vacuo to obtain (4-(benzofuran-2-ylmethoxy)phenyl)methanol (150 mg, 0.59 mmol), as a crude product. This was used in the next step without further purification.

후처리

  1. customTHF was evaporated off in-vacuo
  2. washwashed with water, brine
  3. dry with materialdried (MgSO4)
  4. customEtOAc was evaporated off in-vacuo

출처 및 근거

ORD 기록
ord-f6963dc7b87748f1ad0cebd407f32770
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283340B2

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