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

HRID 347867ノート

反応式

HRID 347867 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7d0ab1a1cbf748d7937d0646a288b16a
出典データセット
uspto-grants-2007_02
特許番号
US07176216B2

反応ノート

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