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

HRID 1720337노트

반응식

HRID 1720337 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-48abb3f17b4b45079f1899f98e222ef7
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05506240

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