1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
CAS No.:78946-24-4
Molecular Formula:C₁₉H₂₂BrNO₂
Molecular Weight:376.293
Hs Code.:

Synonyms:1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

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Technology Process of 1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 8 articles about 1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 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: 77.0%

: 30045-07-9
2-methyl-6,7-dimethoxy-3,4-dihydroisoquinolinium iodide

: 3433-80-5
1-Bromo-2-bromomethyl-benzene

: 78946-24-4
1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With zinc; In acetonitrile; 1) cooling with an ice-salt bath to room temperature, 5 h, 2) room temp., 2 days;
DOI:10.1021/jo00158a010

Reference yield: 35.0%

: 839673-82-4
1-(2'-bromobenzyl)-N-tert-butyloxycarbonyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 78946-24-4
1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 4h; Reflux;
DOI:10.1021/acs.jnatprod.9b00921

Reference yield:

: 55116-09-1
2-bromophenylacetyl chloride

: 78946-24-4
1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide / dichloromethane; water / 16 h / 0 - 20 °C

2: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere

3: sodium tetrahydroborate / methanol / 2 h / 20 °C / Inert atmosphere

4: dichloromethane / 2 h / 20 °C

5: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C / Reflux

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 1: |Schotten-Baumann Reaction / 2: |Bischler-Napieralski Reaction;
DOI:10.1021/acs.jnatprod.9b00921