Sodium borohydride → 2-Cyano-3-(3-pyridyl)propionaldehyde dimethylacetal

HRID 496825노트

반응식

HRID 496825 반응식
[CH3:1][O:2][CH:3]([O:14][CH3:15])[C:4](=[CH:7][C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)[C:5]#[N:6].[BH4-].[Na+]>C(O)C>[CH3:15][O:14][CH:3]([O:2][CH3:1])[CH:4]([C:5]#[N:6])[CH2:7][C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 541103342-Dimethoxymethyl-3-(3-pyridyl)acrylonitrile

생성물 1

HCID 223233282-Cyano-3-(3-pyridyl)propionaldehyde dimethylacetal수율 93%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-dimethoxymethyl-3-(3-pyridyl)acrylonitrile, obtained according to the process of Example 4 (20.4 6, 0.1 mol), absolute ethanol (200 mL) and sodium borohydride (1.6 g, 0.042 mol) was stirred at room temperature overnight. Most of the ethanol was evaporated in vacuo and the residue was partitioned between ethyl acetate (200 mL) and water (200 mL). The organic layer was separated, washed with saturated brine, dried (Na2SO4) and evaporated in vacuo. The residual oil was distilled in vacuo to give a pale-yellow oil (19.1 g, 93%), bp. 130-140° C. (0.2 mm Hg).

후처리

  1. customobtained
  2. customMost of the ethanol was evaporated in vacuo
  3. customthe residue was partitioned between ethyl acetate (200 mL) and water (200 mL)
  4. customThe organic layer was separated
  5. washwashed with saturated brine
  6. dry with materialdried (Na2SO4)
  7. customevaporated in vacuo
  8. distillationThe residual oil was distilled in vacuo

출처 및 근거

ORD 기록
ord-deb5d523648342448ef683815bd25277
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06946554B2

반응 노트

불러오는 중…