Water → 5-Cyano-2-isopropoxy-benzaldehyde

HRID 1290010ノート

反応式

HRID 1290010 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]([O:10][CH:11]([CH3:13])[CH3:12])=[C:6]([CH:9]=1)[CH:7]=[O:8].[Cu][C:15]#[N:16].CN(C=O)C.O>C(OCC)(=O)C>[C:15]([C:2]1[CH:3]=[CH:4][C:5]([O:10][CH:11]([CH3:13])[CH3:12])=[C:6]([CH:9]=1)[CH:7]=[O:8])#[N:16]

参加物

6

反応物 4

HCID 962WaterHCID 6228DimethylformamideHCID 8199735-Bromo-2-isopropoxybenzaldehydeHCID 178418546HCID 178418546、化合物

生成物 1

HCID 189223515-Cyano-2-isopropoxy-benzaldehyde

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

The title compound was prepared by the treatment of 5-bromo-2-isopropoxy-benzaldehyde (3.5 gm, 0.014 mol) with copper(I) cyanide (2.5 gm, 0.028 mol) in refluxing DMF for 28 hours. The cooled mixture was poured into a mixture of water (100 mL) and ethyl acetate (100 mL). The mixture was filtered through a pad of Celite, the organic layer separated, washed with saturated brine solution, dried (Na2SO4), and evaporated. The title compound was purified by flash chromatography eluting with 15% ethyl acetate in hexane; yield 1.9 gm of a white solid.

後処理

  1. filtrationThe mixture was filtered through a pad of Celite
  2. customthe organic layer separated
  3. washwashed with saturated brine solution
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customThe title compound was purified by flash chromatography
  7. washeluting with 15% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-349a563f115b48d68ce4c334d03afeef
出典データセット
uspto-grants-1998_05
特許番号
US05750549

反応ノート

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