Ethyl Acetate → (4-Bromo-3,5-dimethoxyphenyl)methanol

HRID 347867노트

반응식

HRID 347867 반응식
[BH4-].[Li+].[Br:3][C:4]1[C:13]([O:14][CH3:15])=[CH:12][C:7]([C:8](OC)=[O:9])=[CH:6][C:5]=1[O:16][CH3:17].C(OCC)(=O)C>O1CCCC1>[Br:3][C:4]1[C:13]([O:14][CH3:15])=[CH:12][C:7]([CH2:8][OH:9])=[CH:6][C:5]=1[O:16][CH3:17]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 117713Methyl 4-bromo-3,5-dimethoxybenzoateHCID 4148881Lithium borohydride

생성물 1

HCID 11149289(4-Bromo-3,5-dimethoxyphenyl)methanol수율 99.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Lithium borohydride (20.8 g) was slowly added to a solution of methyl 4-bromo-3,5-dimethoxybenzoate (133.2 g) in tetrahydrofuran (500 mL) at room temperature, and the mixture was stirred for 3 hours while heating to reflux. The reaction mixture was cooled to room temperature, ice water (1.5 L) was added, and then ethyl acetate (1.2 L) was further added for extraction. The obtained organic extract was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to afford the title compound (118.8 g) as a white solid.

후처리

  1. temperaturewhile heating to reflux
  2. extractionThe obtained organic extract
  3. washwas washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-7d0ab1a1cbf748d7937d0646a288b16a
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176216B2

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