(S)-12-bromo-4-hydroxy[2.2]paracyclophane

Base Information

• Chemical Name: (S)-12-bromo-4-hydroxy[2.2]paracyclophane
• CAS No.: 5628-21-7
• Molecular Formula: C₁₆H₁₅BrO
• Molecular Weight: 303.198
• Mol file: 5628-21-7.mol

Synonyms:(S)-12-bromo-4-hydroxy[2.2]paracyclophane

Chemical Property of (S)-12-bromo-4-hydroxy[2.2]paracyclophane

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (S)-12-bromo-4-hydroxy[2.2]paracyclophane

There total 1 articles about (S)-12-bromo-4-hydroxy[2.2]paracyclophane 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: 37.0%

4,16-dibromo[2.2]paracyclophane (196316-30-0,196316-31-1,23927-40-4,96392-77-7) → 4-hydroxy-[2,2]-paracyclophane (5628-11-5,157018-15-0) + (S)-12-bromo-4-hydroxy[2.2]paracyclophane (5628-21-7)

Guidance literature:

4,16-dibromo[2.2]paracyclophane; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 4.5h;

With Trimethyl borate; In diethyl ether; hexane; at 20 ℃;

With dihydrogen peroxide; sodium hydroxide; In diethyl ether; hexane; water; at 20 ℃; for 1h;

DOI:10.1002/ejoc.201403316

Reference yield: 75.0%

(S)-12-bromo-4-hydroxy[2.2]paracyclophane (5628-21-7) + phenylpropyolic acid (637-44-5) → C25H19BrO2

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02773

Reference yield: 53.0%

benzoyl chloride (98-88-4) + (S)-12-bromo-4-hydroxy[2.2]paracyclophane (5628-21-7) → 12-bromo[2.2]paracyclophan-4-yl benzoate (1238382-35-8) + [13-bromo-5-hydroxy[2.2]paracyclophan-4-yl]phenylmethanone (1238382-34-7)

Guidance literature:

(S)-12-bromo-4-hydroxy[2.2]paracyclophane; With titanium tetrachloride; In dichloromethane; at 20 ℃; for 1.5h;

benzoyl chloride; In dichloromethane; at 20 ℃; for 168h;

DOI:10.1016/j.tetasy.2010.03.038

upstream raw materials:

4,16-dibromo[2.2]paracyclophane

Downstream raw materials:

12-bromo[2.2]paracyclophan-4-yl benzoate

[13-bromo-5-hydroxy[2.2]paracyclophan-4-yl]phenylmethanone