4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran

Base Information

• Chemical Name: 4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran
• CAS No.: 122948-00-9
• Molecular Formula: C₁₈H₂₂O₂
• Molecular Weight: 270.371

Synonyms:4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran

Chemical Property of 4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran

Chemical Property:

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Technology Process of 4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran

There total 2 articles about 4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran 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:

benzyl 2,5,5-trimethyl-5,6-dihydro-4H-cyclopentafuran-4-carboxylate (122948-16-7) → 4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran (122948-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

2: 1.) sodium hydride, tetra n-butylammonium iodide / 1.) THF, 30 min, 2.) room temp., 14 h

With lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jo00285a013

Reference yield:

benzyl bromide (100-39-0) + 5,6-dihydro-4-(hydroxymethyl)-2,5,5-trimethyl-4H-cyclopentafuran (122948-03-2) → 4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran (122948-00-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; Yield given. Multistep reaction; 1.) THF, 30 min, 2.) room temp., 14 h;

DOI:10.1021/jo00285a013

Reference yield: 82.0%

4-<(benzyloxy)methyl>-5,6-dihydro-2,5,5-trimethyl-4H-cyclopentafuran (122948-00-9) → 2-(2-oxopropyl)-3-<(benzyloxy)methyl>-4,4-dimethylcyclopentanone (122948-04-3)

Guidance literature:

With sulfuric acid; acetic acid; at 70 - 80 ℃; for 1h;

DOI:10.1021/jo00285a013

upstream raw materials:

benzyl bromide

5,6-dihydro-4-(hydroxymethyl)-2,5,5-trimethyl-4H-cyclopentafuran

benzyl 2,5,5-trimethyl-5,6-dihydro-4H-cyclopentafuran-4-carboxylate

Downstream raw materials:

2-(2-oxopropyl)-3-<(benzyloxy)methyl>-4,4-dimethylcyclopentanone

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