Water → 3-Bromo-2,5-dimethoxybenzyl Alcohol

HRID 2393580

反応式

HRID 2393580 の反応式
[Br:1][C:2]1[C:3]([O:12][CH3:13])=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[CH:5]=[O:6].O.[BH4-].[Na+].C(OCC)(=O)C>C1COCC1.CCCCCC>[Br:1][C:2]1[C:3]([O:12][CH3:13])=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[CH2:5][OH:6]

参加物

7

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 9310963-Bromo-2,5-dimethoxybenzaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 101927773-Bromo-2,5-dimethoxybenzyl Alcohol収率 100%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

A solution of 8.27 gm (33.75 mmol) of 3-bromo-2,5-dimethoxy benzaldehyde* in 40 ml THF and 20 ml water was cooled to 10° C. and treated portionwise with 3.83 gm (101.2 mmol) NaBH4. Stirring was maintained at ambient temperature until tlc analysis (silica gel; 1:4 ethyl acetate:hexane) indicated the absence of starting aldehyde. After 30 minutes the solvent was removed in vacuo and the residue was portioned between ethyl acetate and water. After washing with brine and drying (Na2SO4), the ethyl acetate extract was concentrated in vacuo to yield 8.34 gm (99%) of a white solid, mp 59°-60° C.; tlc (cited), Rf 0.12.

後処理

  1. customAfter 30 minutes the solvent was removed in vacuo
  2. washAfter washing with brine
  3. dry with materialdrying (Na2SO4)
  4. extractionthe ethyl acetate extract
  5. concentrationwas concentrated in vacuo

出典と根拠

ORDレコード
ord-6abe74e3c66a411596eb4c01c542510a
出典データセット
uspto-grants-1998_09
特許番号
US05807897

関連ノート

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