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

HRID 2118854ノート

反応式

HRID 2118854 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-5dac0518cfc3437fa953b7348b5e0324
出典データセット
uspto-grants-1987_07
特許番号
US04680400

反応ノート

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