Water → 1-[4-(9H-Carbazol-9-yl)phenyl]ethanone

HRID 37757

反応式

HRID 37757 の反応式
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:14][C:15]([C:17]1[CH:22]=[CH:21][C:20](F)=[CH:19][CH:18]=1)=[O:16].C([O-])([O-])=O.[K+].[K+].O>CS(C)=O>[CH:10]1[C:11]2[N:12]([C:20]3[CH:21]=[CH:22][C:17]([C:15](=[O:16])[CH3:14])=[CH:18][CH:19]=3)[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 962WaterHCID 6854CarbazoleHCID 98284'-FluoroacetophenoneHCID 11430Potassium Carbonate

生成物 1

HCID 99477551-[4-(9H-Carbazol-9-yl)phenyl]ethanone

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
135 °C

実験手順

To carbazole (5.02 g) in DMSO (50 mL) is added 4-fluoroacetophenone (3.45 g) and K2CO3 (10.4 g), and the mixture is stirred at 135° C. overnight. The mixture is poured into water to afford a precipitate, which is isolated by filtration and washed with water. The crude product thus obtained is further purified by recrystallization from TBME (tert-butyl methyl ether), giving the product as a light brown solid. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 2.71 (s, 3H), 7.32 (ddd, 2H), 7.41-7.50 (m, 4H), 7.72 (d, 2H), 8.15 (d, 2H), 8.21 (d, 2H).

後処理

  1. customto afford a precipitate
  2. customwhich is isolated by filtration
  3. washwashed with water
  4. customThe crude product thus obtained
  5. customis further purified by recrystallization from TBME (tert-butyl methyl ether)

出典と根拠

ORDレコード
ord-0d65275dc5704080bbbbe2b39cde242f
出典データセット
uspto-grants-2013_09
特許番号
US08524425B2

関連ノート

読み込み中…