(+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene

Base Information

Chemical Name:(+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene
CAS No.:110174-05-5
Molecular Formula:C₂₁H₂₂O₂
Molecular Weight:306.404
Hs Code.:

Synonyms:(+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene

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Chemical Property of (+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene

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Technology Process of (+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene

There total 9 articles about (+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene 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: 89.9%

: 100-39-0
benzyl bromide

: 110174-01-1
(+)-trans-1-(hydroxymethyl)-2-vinyl-5-methoxy-1,2-dihydronaphthalene

: 110174-05-5
(+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene

Guidance literature:: With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; for 20h; Ambient temperature;
DOI:10.1021/jo00229a028

Reference yield:

: 61735-51-1
1-iodo-5-methoxynaphthalene

: 110174-05-5
(+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 8 min, 2.) THF, -78 deg C

2: oxalyl chloride / CH₂Cl₂ / 12 h / Ambient temperature

3: conc. ammonia / CHCl₃

4: 1.) triethyloxonium tetrafluoroborate / 1.) CH₂Cl₂, a) RT, 20 h, b) reflux, 5 h, 2.) CH₂Cl₂, reflux, 24 h

5: 2.) a) CF₃COOH, b) H₂O / 1.) THF, Et₂O, -60 deg C, 72 h, 2.) a) -78 deg C, 1 h

6: LiAlH₄ / diethyl ether / 1 h / Ambient temperature

7: 89.9 percent / KOH, benzyltriethylammonium chloride / CH₂Cl₂ / 20 h / Ambient temperature

With potassium hydroxide; ammonium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; N-benzyl-N,N,N-triethylammonium chloride; water; triethyloxonium fluoroborate; trifluoroacetic acid; In diethyl ether; dichloromethane; chloroform;
DOI:10.1021/jo00229a028

Reference yield:

: 51934-37-3
5-methoxy-1-naphthoic acid

: 110174-05-5
(+)-trans-1-<(benzyloxy)methyl>-2-vinyl-5-methoxy-1,2-dihydronaphthalene

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl chloride / CH₂Cl₂ / 12 h / Ambient temperature

2: conc. ammonia / CHCl₃

3: 1.) triethyloxonium tetrafluoroborate / 1.) CH₂Cl₂, a) RT, 20 h, b) reflux, 5 h, 2.) CH₂Cl₂, reflux, 24 h

4: 2.) a) CF₃COOH, b) H₂O / 1.) THF, Et₂O, -60 deg C, 72 h, 2.) a) -78 deg C, 1 h

5: LiAlH₄ / diethyl ether / 1 h / Ambient temperature

6: 89.9 percent / KOH, benzyltriethylammonium chloride / CH₂Cl₂ / 20 h / Ambient temperature

With potassium hydroxide; ammonium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; N-benzyl-N,N,N-triethylammonium chloride; water; triethyloxonium fluoroborate; trifluoroacetic acid; In diethyl ether; dichloromethane; chloroform;
DOI:10.1021/jo00229a028