5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline

Base Information

• Chemical Name: 5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
• CAS No.: 91817-25-3
• Molecular Formula: C₂₀H₂₅NO₂
• Molecular Weight: 311.424

Synonyms:5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline

Chemical Property of 5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline

Chemical Property:

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Technology Process of 5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline

There total 2 articles about 5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline 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: 66.0%

5,8-ethano-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline (103847-22-9) + formic acid ethyl ester (109-94-4) → 5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline (91817-25-3)

Guidance literature:

In benzene; at 50 ℃;

DOI:10.1021/jo00195a002

Reference yield:

3-(4-Methoxy-benzyl)-4-aza-tricyclo[6.2.2.02,7]dodeca-2(7),3-diene; hydrochloride (91817-23-1) → 5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline (91817-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaOH, 2) NaBH₄ / H₂O; ethanol / 1) 0 deg C, 2) reflux, 1 h

2: 66 percent / benzene / 50 °C

With sodium hydroxide; sodium tetrahydroborate; In ethanol; water; benzene;

DOI:10.1021/jo00195a002

Reference yield:

5,8-ethano-2-formyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline (91817-25-3) → 5,8-ethano-1-(p-methoxybenzyl)-2-methyl-1,2,3,4,5,6,7,8-octahydroisoquinoline (138948-64-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; 1) 0 deg C, 2) 4-6 h reflux;

DOI:10.1021/jo00195a002

upstream raw materials:

5,8-ethano-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline

formic acid ethyl ester

3-(4-Methoxy-benzyl)-4-aza-tricyclo[6.2.2.0^2,7]dodeca-2⁽⁷⁾,3-diene; hydrochloride

Downstream raw materials:

5,8-ethano-1-(p-methoxybenzyl)-2-methyl-1,2,3,4,5,6,7,8-octahydroisoquinoline

5,8-ethano-1-(p-hydroxybenzyl)-2-methyl-1,2,3,4,5,6,7,8-octahydroisoquinoline

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