Water → 1-(Quinolin-6-yl)but-1-ene-3-one

HRID 235597

反応式

HRID 235597 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH:11]=O)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C1(P(C2C=CC=CC=2)(C2C=CC=CC=2)=[CH:20][C:21](=[O:23])[CH3:22])C=CC=CC=1.O>CS(C)=O>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH:11]=[CH:20][C:21](=[O:23])[CH3:22])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 962WaterHCID 150381-(Triphenylphosphoranylidene)acetoneHCID 7656536-Quinolinecarbaldehyde

生成物 1

HCID 538456471-(Quinolin-6-yl)but-1-ene-3-one

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixture of quinoline-6-carboxaldehyde (5.29 g) and 1-triphenylphosphoranylidene-2-propanone (1.5 equiv) in dimethyl sulfoxide (100 ml) was stirred at room temperature for 24 hr. The solution was poured into water (600 ml) which was subsequently extracted with ethyl acetate. The dried (MgSO4) organic fraction was evaporated under reduced pressure and the residue was purified by column chromatography over silica with dichloromethane/ethyl acetate (4:1 v/v) elution to give 1-(quinolin-6-yl)but-1-ene-3-one as a white solid. Pmr spectrum (CDCl3 ; δ in ppm : 2.41 (3H,s); 6.83 (1H,d); 7.3-9.0 (7H,m).

後処理

  1. extractionwas subsequently extracted with ethyl acetate
  2. dry with materialThe dried (MgSO4) organic fraction
  3. customwas evaporated under reduced pressure
  4. customthe residue was purified by column chromatography over silica with dichloromethane/ethyl acetate (4:1 v/v) elution

出典と根拠

ORDレコード
ord-20b0ed89abf444ad9da4a1a88045af98
出典データセット
uspto-grants-1987_02
特許番号
US04640708

関連ノート

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