1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline

Base Information

Chemical Name:1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline
CAS No.:113575-53-4
Molecular Formula:C₂₁H₂₃NO₅
Molecular Weight:369.417
Hs Code.:

Synonyms:1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline

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Chemical Property of 1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline

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Technology Process of 1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline

There total 1 articles about 1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

: 4721-98-6
6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline

: 17213-57-9
3,5-dimethoxybenzoyl chloride

: 113575-53-4
1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline

Guidance literature:: With triethylamine; In benzene; for 1h; Ambient temperature;
DOI:10.3987/COM-92-6089

Reference yield:

: 113575-53-4
1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline

: 113557-47-4,113626-01-0
(8aα,10α,11α,12β,12aα,13aα)-(+/-)-5,8,8a,9,10,11,12,12a,13,13a-decahydro-2,3,11-trimethoxy-10-(3,4,5-trimethoxybenzoyloxy)-6H-dibenzoquinolizine-12-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) sodium borohydride, lithium aluminum hydride, 2.) 10percent aq. HCl / 1.) benzene, ether, RT, 30 min, 2.) THF

2: 68 percent / benzene; CH₂Cl₂ / 3.5 h / Heating

3: 93 percent / p-toluenesulfonic acid / benzene / 0.67 h / Heating

4: 6 percent / methanol / 2 h / 60 °C

5: 50 percent / NaH / tetrahydrofuran; diethyl ether / 1 h / Heating

6: 60 percent / 4M aq. HCl / 2.5 h / 100 °C

7: dimethylaminopyridine, triethylamine / CH₂Cl₂ / 20 h / Ambient temperature

With hydrogenchloride; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.3987/COM-92-6089

Reference yield:

: 113575-53-4
1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,5-dimethoxybenzoyl)-1-methyleneisoquinoline

: 113557-47-4,113626-01-0
(8aα,10β,11α,12β,12aα,13aα)-(+/-)-5,8,8a,9,10,11,12,12a,13,13a-decahydro-2,3,11-trimethoxy-10-(3,4,5-trimethoxybenzoyloxy)-6H-dibenzoquinolizine-12-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) sodium borohydride, lithium aluminum hydride, 2.) 10percent aq. HCl / 1.) benzene, ether, RT, 30 min, 2.) THF

2: 68 percent / benzene; CH₂Cl₂ / 3.5 h / Heating

3: 93 percent / p-toluenesulfonic acid / benzene / 0.67 h / Heating

4: 6 percent / methanol / 2 h / 60 °C

5: 50 percent / NaH / tetrahydrofuran; diethyl ether / 1 h / Heating

6: 60 percent / 4M aq. HCl / 2.5 h / 100 °C

7: dimethylaminopyridine, triethylamine / CH₂Cl₂ / 20 h / Ambient temperature

With hydrogenchloride; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.3987/COM-92-6089