Aluminium lithium hydride → (5-Bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methanol

HRID 1909559노트

반응식

HRID 1909559 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:13](OC)=[O:14])[C:5]2[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][C:6]=2[CH:12]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH2:13][OH:14])[C:5]2[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][C:6]=2[CH:12]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 58566735Methyl 5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-carboxylate

생성물 1

HCID 58566787(5-Bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a solution of methyl 5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-carboxylate (668) (466 mg, 1.63 mmol) in tetrahydrofuran (16 mL) at 0° C. was added LAH (1 mL, 1.96 mmol). The reaction was stirred at 0° C. for 1 hour and quenched with 0.2 mL of water, 0.2 mL of 15% NaOH and 0.6 mL of water. The reaction was warmed to room temperature and diluted with diethyl ether. Magnesium sulfate was added and the solution was filtered, washed with diethyl ether, and the solvent removed in vacuo to provide (5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methanol (669).

후처리

  1. customquenched with 0.2 mL of water, 0.2 mL of 15% NaOH and 0.6 mL of water
  2. temperatureThe reaction was warmed to room temperature
  3. additiondiluted with diethyl ether
  4. additionMagnesium sulfate was added
  5. filtrationthe solution was filtered
  6. washwashed with diethyl ether
  7. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-5ff7e93728ef4ac1862c2e061bd6e370
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598374B2

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