3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol

Base Information

• Chemical Name: 3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol
• CAS No.: 72059-89-3
• Molecular Formula: C₂₁H₂₂O₃
• Molecular Weight: 322.404

Synonyms:3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol

Chemical Property of 3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol

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Technology Process of 3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol

There total 2 articles about 3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol 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: 55.0%

bromobenzene (108-86-1,52753-63-6) + 3-(4-Methoxy-phenoxy)-5,5-dimethyl-cyclohex-2-enone (72035-57-5) → 3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol (72059-89-3)

Guidance literature:

With sodium amide; In tetrahydrofuran; at 50 ℃; for 3h;

DOI:10.1021/jo01290a007

Reference yield:

4-methoxy-phenol (150-76-5) → 3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol (72059-89-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / 1.) NaOH, 2.)Bu₄NCl / 1.) H₂O, 2.) benzene, reflux

2: 55 percent / NaNH₂ / tetrahydrofuran / 3 h / 50 °C

With sodium hydroxide; tetrabutyl-ammonium chloride; sodium amide; In tetrahydrofuran;

DOI:10.1021/jo01290a007

Reference yield: 80.0%

3-(4-Methoxy-phenoxy)-2,2-dimethyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol (72059-89-3) → (E)-9-(4-Methoxy-phenoxy)-7,7-dimethyl-7,8-dihydro-6H-benzocycloocten-5-one (72035-68-8)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; for 3h; Ambient temperature;

DOI:10.1021/jo01290a007

upstream raw materials:

bromobenzene

3-(4-Methoxy-phenoxy)-5,5-dimethyl-cyclohex-2-enone

4-methoxy-phenol

Downstream raw materials:

3-(4-Methoxy-phenoxy)-1-(2-methyl-propenyl)-naphthalene

3-(4-Methoxy-phenoxy)-1-(2-methyl-allyl)-naphthalene

(E)-9-(4-Methoxy-phenoxy)-7,7-dimethyl-7,8-dihydro-6H-benzocycloocten-5-one

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