Ethanol → 1-Cyano-4-[beta-(1H-imidazol-1-yl)ethoxy]indane

HRID 64901ノート

反応式

HRID 64901 の反応式
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:17]=[CH:16][CH:15]=[C:14]3[C:10]=2[CH2:11][CH2:12][C:13]3=O)[CH:5]=[CH:4][N:3]=[CH:2]1.C1(C)C=CC(S([CH2:28][N+:29]#[C-])(=O)=O)=CC=1.[Na].C(O)C>C(COC)OC>[C:28]([CH:13]1[C:14]2[C:10](=[C:9]([O:8][CH2:7][CH2:6][N:1]3[CH:5]=[CH:4][N:3]=[CH:2]3)[CH:17]=[CH:16][CH:15]=2)[CH2:11][CH2:12]1)#[N:29]

参加物

6

反応物 4

HCID 702EthanolHCID 161915Tosylmethyl isocyanideHCID 5360545SodiumHCID 202358824-[beta-(1H-imidazol-1-yl)ethoxy]-1-indanone

生成物 1

HCID 202358761-Cyano-4-[beta-(1H-imidazol-1-yl)ethoxy]indane収率 32%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒2 回

実験手順

To a solution of 2.68 g 4-[β-(1H-imidazol-1-yl)ethoxy]-1-indanone and 3.3 g of (p-toluenesulfonyl)methylisocyanide in 80 ml of dimethoxyethane, 0.36 g of sodium dissolved in 13.5 of absolute ethanol and 29 ml of dimethoxyethane are added as described in Ex. 3. 2.9 g of crude product are isolated and under purification by silica-gel chromatography allows to isolate 0.86 g (32%) of the nitrile in the form of oil which solidifies along the time (M.P. 115°-117° C.) and is chromatographically pure.

後処理

  1. additionare added
  2. custom2.9 g of crude product are isolated and under purification by silica-gel chromatography

出典と根拠

ORDレコード
ord-8fdff02f7558433fa2eea957e6518395
出典データセット
uspto-grants-1986_09
特許番号
US04610998

反応ノート

読み込み中…