1-Bromo-3-chloropropane → 1-(3-chloropropyl)-1H-1,2,3-benzotriazole

HRID 1482618ノート

反応式

HRID 1482618 の反応式
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[OH-].[Na+].[Cl:12][CH2:13][CH2:14][CH2:15]Br>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>[Cl:12][CH2:13][CH2:14][CH2:15][N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

参加物

6

反応物 3

HCID 80061-Bromo-3-chloropropaneHCID 14798Sodium HydroxideHCID 178418385HCID 178418385、化合物

生成物 1

HCID 52439381-(3-chloropropyl)-1H-1,2,3-benzotriazole収率 82%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
60 °C

実験手順

Benzotriazole (11.9 g, 0.10 mol) is dissolved into 100 ml of 30% wt. sodium hydroxide, 3-chlorobromopropane (31.4 g, 0.10 mol), tetrabutyl ammonium bromide (0.8 g) are added, and mixed for 5 min. The reaction solution is gradually heated to 60° C., stirred for reaction for 2 hours. Then the reaction solution was cooled down to ambient temperature, 100 ml of dichloromethane was added for extraction and liquid separation. To the aqueous phase, 100 of dichloromethane was added for extraction. Organic phases were mixed, washed with 100 ml of saturated saline. Liquid was separated, and organic phase was evaporated to dryness to produce oily product. Oily products were separated and purified by chromatography with neutral Al2O3, and eluted and separated with dichlormethane to produce 16.0 g of 1-(3-chloropropyl)-1H-benzotriazole, with a yield of 82%.

後処理

  1. additionare added
  2. additionmixed for 5 min
  3. temperatureThen the reaction solution was cooled down to ambient temperature
  4. additionOrganic phases were mixed
  5. washwashed with 100 ml of saturated saline
  6. customLiquid was separated
  7. customorganic phase was evaporated to dryness
  8. customto produce oily product
  9. customOily products were separated
  10. custompurified by chromatography with neutral Al2O3
  11. washeluted
  12. customseparated with dichlormethane

出典と根拠

ORDレコード
ord-ec43998675d04aeb9fcba80427992648
出典データセット
uspto-grants-2016_08
特許番号
US09415047B2

反応ノート

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