2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid

Base Information

Chemical Name:2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid
CAS No.:196794-99-7
Molecular Formula:C₁₅H₂₂O₃
Molecular Weight:250.338
Hs Code.:

Synonyms:2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid

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Chemical Property of 2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid

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Technology Process of 2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid

There total 4 articles about 2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid 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: 81.0%

: 124-38-9,18923-20-1
carbon dioxide

: 196794-98-6
2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-bromo-1-cyclohexene

: 196794-99-7
2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid

Guidance literature:: 2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-bromo-1-cyclohexene; With tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 - -60 ℃; for 1.41667h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃;
DOI:10.1016/S0040-4020(97)00769-2

Reference yield:

: 38127-47-8
2-bromocyclohex-1-ene-1-carbaldehyde

: 196794-99-7
2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / sodium borohydride / methanol / 0.07 h

2.1: 65 percent / phosphorus(III) bromide / diethyl ether / 1 h / 0 °C

3.1: sodium hydride / dimethylformamide / 0.83 h / -5 - 0 °C

3.2: 75 percent / dimethylformamide / 2.25 h / 0 - 20 °C

4.1: t-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 - -60 °C

4.2: 81 percent / tetrahydrofuran; hexane / -78 °C

With sodium tetrahydroborate; tert.-butyl lithium; phosphorus tribromide; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Bromination / 3.1: Metallation / 3.2: Etherification / 4.1: Metallation / 4.2: Carboxylation;
DOI:10.1016/S0040-4020(97)00769-2

Reference yield:

: 121898-42-8
(2-Bromocyclohex-1-enyl)methyl bromide

: 196794-99-7
2-(5',5'-dimethyl-2'-cyclopentenyloxy)methyl-1-cyclohexene-1-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / dimethylformamide / 0.83 h / -5 - 0 °C

1.2: 75 percent / dimethylformamide / 2.25 h / 0 - 20 °C

2.1: t-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 - -60 °C

2.2: 81 percent / tetrahydrofuran; hexane / -78 °C

With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Etherification / 2.1: Metallation / 2.2: Carboxylation;
DOI:10.1016/S0040-4020(97)00769-2