1-bromo-4-pentacyclo<4.3.0.0^2,5.0^3,8.0^4,7>nonane-9-spiro-2'-<1,3>dioxolane

Base Information

• Chemical Name: 1-bromo-4-pentacyclo<4.3.0.0^2,5.0^3,8.0^4,7>nonane-9-spiro-2'-<1,3>dioxolane
• CAS No.: 154701-26-5
• Molecular Formula: C₂₆H₂₅BrO₅
• Molecular Weight: 497.386

Synonyms:

Chemical Property of 1-bromo-4-pentacyclo<4.3.0.0^2,5.0^3,8.0^4,7>nonane-9-spiro-2'-<1,3>dioxolane

Chemical Property:

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Technology Process of 1-bromo-4-pentacyclo<4.3.0.0^2,5.0^3,8.0^4,7>nonane-9-spiro-2'-<1,3>dioxolane

There total 1 articles about 1-bromo-4-pentacyclo<4.3.0.0^2,5.0^3,8.0^4,7>nonane-9-spiro-2'-<1,3>dioxolane 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: 74.0%

methyl 1-bromopentacyclo<4.3.0.02,5.03,8.04,7>nonane-9-spiro-2'-<1,3>dioxolane-4-carboxylate (25867-87-2) + 4-methoxyphenyl magnesium bromide (13139-86-1) → 1-bromo-4-pentacyclo<4.3.0.02,5.03,8.04,7>nonane-9-spiro-2'-<1,3>dioxolane (154701-26-5)

Guidance literature:

In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1246/bcsj.66.3009

Reference yield: 60.0%

methanol (67-56-1) + 1-bromo-4-pentacyclo<4.3.0.02,5.03,8.04,7>nonane-9-spiro-2'-<1,3>dioxolane (154701-26-5) → 5-bromo-9-methoxy-10,10-bis(4-methoxyphenyl)pentacyclo<5.3.0.02,5.03,9.04,8>decane-6-spiro-2'-<1,3>dioxolane + 4-bromo-1-methoxy-10,10-bis(4-methoxyphenyl)pentacyclo<5.3.0.02,6.03,9.04,8>decane-5-spiro-2'-<1,3>dioxolane + C33H31BrO7S

Guidance literature:

With dichloromethane; toluene-4-sulfonic acid; for 0.25h; Ambient temperature;

DOI:10.1246/bcsj.66.3009

Reference yield: 31.0%

1-bromo-4-pentacyclo<4.3.0.02,5.03,8.04,7>nonane-9-spiro-2'-<1,3>dioxolane (154701-26-5) → C26H25BrO5 + C26H25BrO5 + 5-bromo-9-methoxy-10,10-bis(4-methoxyphenyl)pentacyclo<5.3.0.02,5.03,9.04,8>decane-6-spiro-2'-<1,3>dioxolane + 5-bromo-9-formyloxy-10,10-bis(4-methoxyphenyl)pentacyclo<5.3.0.02,5.03,9.04,8>decane-6-spiro-2'-<1,3>dioxolane

Guidance literature:

With methanol; formic acid; for 0.25h; Further byproducts given; Ambient temperature;

DOI:10.1246/bcsj.66.3009

upstream raw materials:

methyl 1-bromopentacyclo<4.3.0.0^2,5.0^3,8.0^4,7>nonane-9-spiro-2'-<1,3>dioxolane-4-carboxylate

4-methoxyphenyl magnesium bromide

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