trans-(1S)-5-methyl-2-methylenecyclohexanol

Base Information

Chemical Name:trans-(1S)-5-methyl-2-methylenecyclohexanol
CAS No.:145773-24-6
Molecular Formula:C₈H₁₄O
Molecular Weight:126.199
Hs Code.:

Synonyms:trans-(1S)-5-methyl-2-methylenecyclohexanol

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Chemical Property of trans-(1S)-5-methyl-2-methylenecyclohexanol

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Technology Process of trans-(1S)-5-methyl-2-methylenecyclohexanol

There total 8 articles about trans-(1S)-5-methyl-2-methylenecyclohexanol 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: 73.0%

: 145668-40-2
<1S-trans>-(1,1-dimethylethyl)dimethyl<(5-methyl-2-methylenecyclohexyl)oxy>silane

: 145773-24-6
trans-(1S)-5-methyl-2-methylenecyclohexanol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 6h; Ambient temperature;
DOI:10.1021/jo00056a013

Reference yield:

: 1779-49-3
Methyltriphenylphosphonium bromide

: 145773-24-6
trans-(1S)-5-methyl-2-methylenecyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) potassium tert-butoxide / 1.) THF, 2.) THF, r.t., 20 min

2: 86 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -50 deg C to 0 deg C

3: 78 percent / H₂ / Rh(Ph₃P)3Cl / CH₂Cl₂ / 16 h / 3620.04 Torr / Ambient temperature

4: 1.) o-nitrophenyl selenocyanate, Bu₃P, 2.) aq.H₂O₂ / 1.) THF, r.t., 1 h, 2.) r.t., 1 h then 55 deg C, 1 h

5: 73 percent / p-toluenesulfonic acid monohydrate / methanol / 6 h / Ambient temperature

With ortho-nitrophenyl selenocyanate; tributylphosphine; potassium tert-butylate; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; toluene-4-sulfonic acid; Wilkinson's catalyst; In methanol; dichloromethane;
DOI:10.1021/jo00056a013

Reference yield:

: 145668-36-6
trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester

: 145773-24-6
trans-(1S)-5-methyl-2-methylenecyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -50 deg C to 0 deg C

2: 78 percent / H₂ / Rh(Ph₃P)3Cl / CH₂Cl₂ / 16 h / 3620.04 Torr / Ambient temperature

3: 1.) o-nitrophenyl selenocyanate, Bu₃P, 2.) aq.H₂O₂ / 1.) THF, r.t., 1 h, 2.) r.t., 1 h then 55 deg C, 1 h

4: 73 percent / p-toluenesulfonic acid monohydrate / methanol / 6 h / Ambient temperature

With ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; toluene-4-sulfonic acid; Wilkinson's catalyst; In methanol; dichloromethane;
DOI:10.1021/jo00056a013