Indole → 1,2,3,4-Tetrahydrocarbazole

HRID 545497ノート

反応式

HRID 545497 の反応式
[C:1]1([NH:7]N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)C=C1>>[CH2:6]1[C:1]2[NH:7][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:2]=2[CH2:3][CH2:4][CH2:5]1

参加物

3

実験手順

In Scheme XVII, Step A, a phenylhydrazine salt (for example the hydrochloride salt) of formula (4), is reacted with a cyclic ketone of formula (3), wherein Z=OBn, in a Fischer indole reaction to provide a tetrahydrocarbazole of formula (5). The hydrazine and ketone are reacted in acetic acid and heated at about 60 to 110° C., for about 4 to 48 hours. The product is isolated by removal of the acetic acid under reduced pressure and trituration of the material in an inert solvent, preferably dichloromethane. After filtration, the filtrate is concentrated and the resulting material purified using standard techniques such as recrystillization or silica gel chromatography.

出典と根拠

ORDレコード
ord-299446e74ab2461c9e327849f4e60796
出典データセット
uspto-grants-2011_05
特許番号
US07935722B2

反応ノート

読み込み中…