3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

Base Information

Chemical Name:3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester
CAS No.:168217-11-6
Molecular Formula:C₁₇H₃₀O₃
Molecular Weight:282.423
Hs Code.:

3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid <i>tert</i>-butyl ester

Synonyms:3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

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Chemical Property of 3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

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Technology Process of 3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

There total 8 articles about 3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl 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: 86.0%

: 917-54-4
methyllithium

: 168206-69-7
3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

: 168217-11-6
3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: In tetrahydrofuran; diethyl ether; at 20 ℃;
DOI:10.1248/bpb.18.407

Reference yield:

: 120-47-8
Ethyl 4-hydroxybenzoate

: 168217-11-6
3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / H₂ / 5 percent Rh/Al₂O₃ / ethanol / 20 h / 20 °C / 3800 Torr

2: 100 percent / 8 N Jones reagent / acetone

3: 80 percent / NaOH / ethanol / 5 h / 20 °C

4: 80 percent / POCl₃ / pyridine / 4 h / 20 °C

5: benzene / 12 h / Heating

6: benzene / 4 h / Heating

7: 37 percent / 1.6 M n-BuLi / hexane; tetrahydrofuran / 12 h / 20 °C

8: 86 percent / diethyl ether; tetrahydrofuran / 20 °C

With sodium hydroxide; n-butyllithium; jones reagent; hydrogen; trichlorophosphate; Rh/Al₂O₃; In tetrahydrofuran; pyridine; diethyl ether; ethanol; hexane; acetone; benzene; 1: Hydrogenation / 2: Jones oxidation / 3: Hydrolysis / 4: Esterification / 5: condensation / 6: Alkylation / 7: Wittig reaction / 8: Alkylation;
DOI:10.1248/bpb.18.407

Reference yield:

: 874-61-3
4-oxocyclohexanecarboxylic acid

: 168217-11-6
3-(3-hydroxy-3-methyl-butyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / POCl₃ / pyridine / 4 h / 20 °C

2: benzene / 12 h / Heating

3: benzene / 4 h / Heating

4: 37 percent / 1.6 M n-BuLi / hexane; tetrahydrofuran / 12 h / 20 °C

5: 86 percent / diethyl ether; tetrahydrofuran / 20 °C

With n-butyllithium; trichlorophosphate; In tetrahydrofuran; pyridine; diethyl ether; hexane; benzene; 1: Esterification / 2: condensation / 3: Alkylation / 4: Wittig reaction / 5: Alkylation;
DOI:10.1248/bpb.18.407