3-benzyloxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one ethylene acetal

Base Information

• Chemical Name: 3-benzyloxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one ethylene acetal
• CAS No.: 213212-83-0
• Molecular Formula: C₂₂H₂₄O₃
• Molecular Weight: 336.431

Synonyms:3-benzyloxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one ethylene acetal

Chemical Property of 3-benzyloxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one ethylene acetal

Chemical Property:

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Technology Process of 3-benzyloxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one ethylene acetal

There total 4 articles about 3-benzyloxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one ethylene acetal 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: 87.0%

benzyl bromide (100-39-0) + 3-hydroxyhexacyclo[6.5.0.03,7.04,12.08,10.09,13]tridecan-6-one ethylene acetal (213212-82-9) → 3-benzyloxyhexacyclo[6.5.0.03,7.04,12.08,10.09,13]tridecan-6-one ethylene acetal (213212-83-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 25 ℃;

DOI:10.1080/00397919808004428

Reference yield:

3-hydroxyhexacyclo<6.5.0.03,7.04,12.05,10.09.13>tridecan-6-one (108744-08-7) → 3-benzyloxyhexacyclo[6.5.0.03,7.04,12.08,10.09,13]tridecan-6-one ethylene acetal (213212-83-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / Et₃N; 4-N,N-(dimethylamino)pyridine / 20 °C

2: 100 percent / p-toluenesulfonic acid / 6 h / Heating

3: 83 percent / NaOMe / methanol / 1 h / 0 - 25 °C

4: 87 percent / NaH / tetrahydrofuran / 0 - 25 °C

With dmap; sodium methylate; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; 1: Acetylation / 2: Cycloaddition / 3: Hydrolysis / 4: Substitution;

DOI:10.1080/00397919808004428

Reference yield:

3-acetoxyhexacyclo[6.5.0.03,7.04,12.08,10.09,13]tridecan-6-one ethylene acetal (213212-81-8) → 3-benzyloxyhexacyclo[6.5.0.03,7.04,12.08,10.09,13]tridecan-6-one ethylene acetal (213212-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NaOMe / methanol / 1 h / 0 - 25 °C

2: 87 percent / NaH / tetrahydrofuran / 0 - 25 °C

With sodium methylate; sodium hydride; In tetrahydrofuran; methanol; 1: Hydrolysis / 2: Substitution;

DOI:10.1080/00397919808004428

upstream raw materials:

benzyl bromide

3-hydroxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one ethylene acetal

3-hydroxyhexacyclo<6.5.0.0^3,7.0^4,12.0^5,10.0^9.13>tridecan-6-one

3-acetoxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one

Downstream raw materials:

3-benzyloxyhexacyclo[6.5.0.0^3,7.0^4,12.0^8,10.0^9,13]tridecan-6-one

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