N-bromobutanimide → 6-Bromomethyl-2(2'-cyanophenyl)-naphthalene

HRID 1720337ノート

反応式

HRID 1720337 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]#[N:19])[CH:6]=[CH:5]2.[Br:20]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:20][CH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]#[N:19])[CH:6]=[CH:5]2

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 218480566-Methyl-2-(2'-cyanophenyl)-naphthalene

生成物 1

HCID 218480626-Bromomethyl-2(2'-cyanophenyl)-naphthalene

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 6.30 g of 6-methyl-2-(2'-cyanophenyl)-naphthalene, 4.60 g of N-bromosuccinimide and 0.085 g of azoisobutyronitrile in 70 ml of carbon tetrachloride is heated at 110° for 4 hours. The cooled reaction mixture is extracted twice with 45 ml of 2N sodium hydroxide solution each time. The aqueous phases are then extracted with 50 ml of CH2Cl2 in each case. The combined organic phases are dried over MgSO4. After removing the solvent in vacuo, the crude product is recrystallised from toluene/hexane and yields 6-bromomethyl-2-(2'-cyanophenyl)-naphthalene, m.p. 171°-172°.

後処理

  1. temperatureis heated at 110° for 4 hours
  2. customThe cooled reaction mixture
  3. extractionis extracted twice with 45 ml of 2N sodium hydroxide solution each time
  4. extractionThe aqueous phases are then extracted with 50 ml of CH2Cl2 in each case
  5. dry with materialThe combined organic phases are dried over MgSO4
  6. customAfter removing the solvent in vacuo
  7. customthe crude product is recrystallised from toluene/hexane

出典と根拠

ORDレコード
ord-48abb3f17b4b45079f1899f98e222ef7
出典データセット
uspto-grants-1996_04
特許番号
US05506240

反応ノート

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