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

HRID 496825ノート

反応式

HRID 496825 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 223233282-Cyano-3-(3-pyridyl)propionaldehyde dimethylacetal収率 93%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-deb5d523648342448ef683815bd25277
出典データセット
uspto-grants-2005_09
特許番号
US06946554B2

反応ノート

読み込み中…