Potassium Carbonate → 2-(8-Bromooctyl)-4,5-diphenyltriazole

HRID 1376378

반응식

HRID 1376378 반응식
[C:1]1([C:7]2[N:8]=[N:9][NH:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]Br.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Br:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][N:9]1[N:8]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[N:10]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 783101,8-DibromooctaneHCID 178420171HCID 178420171, 화합물

생성물 1

HCID 229163312-(8-Bromooctyl)-4,5-diphenyltriazole수율 54.3%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

A mixture of 4,5-diphenyltriazole (11 g), 1,8-dibromooctane (67.6 g), and potassium carbonate (10.31 g) in dry butanone (300 ml ) was heated at reflux temperature for 24 hours. The mixture was filtered and the solvent evaporated to give an oily residue. Distillation to remove 1,8-dibromooctane and column chromatography on silica gel eluted with a hexane:ethyl acetate gradient gave 2-(8-bromooctyl)-4,5-diphenyl-triazole (11.13 g, 54%) as an oil. NMR d (CDCl3) 1.2-1.5 (8H, m, 4×CH2), 1.84 (2H, m, CH2), 2.05 (2H, m, CH2), 3.37 (2H, t, Br-CH2), 4.47 (2H, t, N-CH2), 7.3- 7.6 (10H, m, 2×Ph) ppm

후처리

  1. temperaturewas heated
  2. temperatureat reflux temperature for 24 hours
  3. filtrationThe mixture was filtered
  4. customthe solvent evaporated
  5. customto give an oily residue
  6. distillationDistillation
  7. customto remove 1,8-dibromooctane and column chromatography on silica gel
  8. washeluted with a hexane

출처 및 근거

ORD 기록
ord-2f43627d002d44e28d7c8767ab798787
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05663053

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