3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester

Base Information

• Chemical Name: 3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester
• CAS No.: 108296-89-5
• Molecular Formula: C₂₇H₄₁ClO₃
• Molecular Weight: 449.074

Synonyms:3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester

Chemical Property of 3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester

Chemical Property:

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Technology Process of 3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester

There total 3 articles about 3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester 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: 53.0%

3,6-di-tert-butyl-2,2,7,7-tetramethyloct-4-yn-3,6-diol (33420-20-1) + m-Chlorobenzoyl chloride (618-46-2) → 3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester (108296-89-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; Ambient temperature;

DOI:10.1021/ja00248a033

Reference yield: 37.0%

3,6-di-tert-butyl-2,2,7,7,-tetramethyl-3,4,5-octatriene (33512-45-7) → 2,2-Di-tert-butyl-3-(1-tert-butyl-2,2-dimethyl-propylidene)-cyclopropanone (108263-91-8) + 4,4-di-tert-butyl-2-(1-tert-butyl-2,2-dimethyl-1-propylidene)oxetan-3-one (108296-88-4) + 2,2,5,5-Tetra-tert-butyl-1,4-dioxa-spiro[2.3]hexan-6-one (108296-91-9) + 3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester (108296-89-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -30 ℃; for 72h;

DOI:10.1021/ja00248a033

Reference yield: 8.0%

3,6-di-tert-butyl-2,2,7,7,-tetramethyl-3,4,5-octatriene (33512-45-7) → 2,2-Di-tert-butyl-3-(1-tert-butyl-2,2-dimethyl-propylidene)-cyclopropanone (108263-91-8) + 4,4-di-tert-butyl-2-(1-tert-butyl-2,2-dimethyl-1-propylidene)oxetan-3-one (108296-88-4) + 3-Chloro-benzoic acid 1,1,4-tri-tert-butyl-4-hydroxy-5,5-dimethyl-hex-2-ynyl ester (108296-89-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Yield given; Ambient temperature;

DOI:10.1021/ja00248a033

upstream raw materials:

3,6-di-tert-butyl-2,2,7,7,-tetramethyl-3,4,5-octatriene

3,6-di-tert-butyl-2,2,7,7-tetramethyloct-4-yn-3,6-diol

m-Chlorobenzoyl chloride

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