Stannane, tributyl-1-cyclohexen-1-yl- → 5-(cyclohex-1-en-1-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole

HRID 609731

反応式

Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11](=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH:6]=[C:5]2[CH2:19][CH2:20][N:21]([CH3:23])[CH3:22].C([Sn](CCCC)(CCCC)[C:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]=1)CCC>C1(C)C=CC=CC=1>[C:29]1([C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[N:7]([C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[C:5]3[CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]=1

参加物

実験手順

A solution of 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole (Example 5a, 109.8 mg 0.30 mmol), 1-tributylstannylcyclohex-1-ene (111 mg, 0.30 mmol) and tetrakistriphenyphosphine palladium (80 mg, 0.07 mmol) in toluene (2 mL) was stirred at 100-110° C. overnight. After removal of the solvent in vacuo, flash chromatography on silica gel (2-10% 2M methanolic ammonia in dichloromethane) yielded 5-(cyclohex-1-en-1-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole (31 mg, 28%).

後処理

customAfter removal of the solvent in vacuo, flash chromatography on silica gel (2-10% 2M methanolic ammonia in dichloromethane)

出典と根拠

ORDレコード: ord-a44e558b88754715ac12449588523e9c
出典データセット: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05998438

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

関連ノート