Ammonium → 3-(4-Cyano-4-(3,4-dimethoxyphenyl)-5-methylhex-1-yl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline

HRID 979362

反応式

HRID 979362 の反応式
[NH4+].[Cl-].Cl[CH2:4][CH:5]([NH+:25]([CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([O:36][CH3:37])[CH:29]=1)[CH3:26])[CH2:6][CH2:7][CH2:8][C:9]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=1)([C:13]#[N:14])[CH:10]([CH3:12])[CH3:11]>>[CH3:24][O:23][C:17]1[CH:16]=[C:15]([C:9]([CH:10]([CH3:11])[CH3:12])([C:13]#[N:14])[CH2:8][CH2:7][CH2:6][CH:5]2[CH2:4][C:33]3[C:28](=[CH:29][C:30]([O:36][CH3:37])=[C:31]([O:34][CH3:35])[CH:32]=3)[CH2:27][N:25]2[CH3:26])[CH:20]=[CH:19][C:18]=1[O:21][CH3:22]

参加物

3

反応物 2

HCID 223AmmoniumHCID 20202193HCID 20202193、化合物

生成物 1

HCID 1291023-(4-Cyano-4-(3,4-dimethoxyphenyl)-5-methylhex-1-yl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline

実験手順

The ammonium compound of formula 29 is then cyclized to form a compound of formula 1 (step 7). This reaction is performed using 1-1.5 moles of a Lewis acid, such as AlCl3, FeCl3, BF3, and the like, in a suitable aprotic solvent, preferably a halogenated hydrocarbon solvent, nitromethane, or nitrobenzene, particularly CH2Cl2, at a temperature of about -10° to about 80° C., for a period of about 10 minutes to about five hours, preferably about two hours. For example, N-[1-chloro-6-(3,4-dimethoxyphenyl)-6-cyano-6-(prop-2-yl)hex-2-yl]-N-(3,4-dimethoxybenzyl)-N-methylammonium chloride (29) is suspended in CH2Cl2 at 0° C. and stirred with 1.5 moles of AlCl3 for 2 hours to produce 3-[4-(3,4-dimethoxyphenyl)-4-isopropyl-4-cyanobutyl]-6,7-dimethoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline (1).

出典と根拠

ORDレコード
ord-262b0acd1ca84ddc845d0335fc7c3e7c
出典データセット
uspto-grants-1987_05
特許番号
US04667038

関連ノート

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