Bromine → 9-Bromo-10-(4-methylnaphthalen-1-YL)anthracene

HRID 1478969ノート

反応式

HRID 1478969 の反応式
[Br:1]Br.[CH3:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[C:15]3[C:20]([CH:21]=[C:22]4[C:27]=2[CH:26]=[CH:25][CH:24]=[CH:23]4)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:6][CH:5]=1>ClCCl.C(O)C>[Br:1][C:21]1[C:22]2[C:27]([C:14]([C:7]3[C:8]4[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:4]([CH3:3])=[CH:5][CH:6]=3)=[C:15]3[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]3)=[CH:26][CH:25]=[CH:24][CH:23]=2

参加物

5

反応物 2

HCID 24408BromineHCID 577025649-(4-Methylnaphth-1-yl)anthracene

生成物 1

HCID 597583959-Bromo-10-(4-methylnaphthalen-1-YL)anthracene

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

A mixture of 18.0 ml (352 mmol) of bromine in 100 ml of dichloromethane is added dropwise with vigorous stirring to a solution of 102.0 g (320 mmol) of 9-(4-methylnaphth-1-yl)anthracene in 2000 ml of dichloromethane at −5° C., and the mixture is stirred at room temperature for 12 h. The suspension is subsequently diluted with 1000 ml of ethanol. The precipitated solid is filtered off with suction, washed with 500 ml of a mixture of water and ethanol (1:1, v:v) and three times with 200 ml of ethanol. After washing twice with 1000 ml of boiling ethanol each time, the solid is dried under reduced pressure. Yield: 108.0 g (84.9% of theory), about 97% according to 1H-NMR.

後処理

  1. additionis added dropwise
  2. filtrationThe precipitated solid is filtered off with suction
  3. washwashed with 500 ml of a mixture of water and ethanol (1:1, v:v) and three times with 200 ml of ethanol
  4. washAfter washing twice with 1000 ml of boiling ethanol each time
  5. customthe solid is dried under reduced pressure

出典と根拠

ORDレコード
ord-1bcb667c931548b899363028e6173bfb
出典データセット
uspto-grants-2016_08
特許番号
US09403849B2

反応ノート

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