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

HRID 2393580

반응식

HRID 2393580 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 101927773-Bromo-2,5-dimethoxybenzyl Alcohol수율 100%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6abe74e3c66a411596eb4c01c542510a
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05807897

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