Water → 2-(8-Cyanooctyl)-4,5-diphenyltriazole

HRID 265407

反応式

HRID 265407 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N:11]1.[C-:27]#[N:28].[Na+].O>CS(C)=O>[C:27]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N:11]1)#[N:28]

参加物

5

反応物 3

HCID 962WaterHCID 8929Sodium CyanideHCID 229163312-(8-Bromooctyl)-4,5-diphenyltriazole

生成物 1

HCID 229164262-(8-Cyanooctyl)-4,5-diphenyltriazole収率 92%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

反応条件

温度
50 °C

実験手順

2-(8-Bromooctyl)-4,5-diphenyltriazole (7 g) in dimethylsulphoxide (220 ml) was added to a suspension of sodium cyanide (1 g) in dimethylsulphoxide (60 ml) over 15 minutes. The reaction mixture was stirred at 24° C. for 1 hour and at 50° C. for 2 hours. The cooled reaction mixture was poured into water (600 ml), extracted with diethyl ether (4×200 ml). The extracts were combined, washed with water (100 ml), dried over anhydrous magnesium sulphate and evaporated to dryness in vacuo. Column chromatography on silica gel eluted with a hexane:ethyl acetate gradient gave 2-(8-cyanooctyl)-4,5-diphenyl-triazole (5.6 g, 92%) as an oil.

後処理

  1. customThe cooled reaction mixture
  2. extractionextracted with diethyl ether (4×200 ml)
  3. washwashed with water (100 ml)
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customevaporated to dryness in vacuo
  6. washColumn chromatography on silica gel eluted with a hexane

出典と根拠

ORDレコード
ord-a3a00b3c0f3a4e65838f61f096fb530e
出典データセット
uspto-grants-1997_07
特許番号
US05648373

関連ノート

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