cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol

Base Information

• Chemical Name: cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol
• CAS No.: 211995-90-3
• Molecular Formula: C₁₃H₂₆OSi
• Molecular Weight: 226.434
• Mol file: 211995-90-3.mol

Synonyms:cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol

Chemical Property of cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol

There total 5 articles about cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol 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: 93.0%

cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexylmethyl pivaloate (211995-88-9) → cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol (211995-90-3)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 92h;

DOI:10.1246/bcsj.71.1639

Reference yield:

(1s,4s)-cyclohexane-1,4-diyldimethanol (3236-47-3) → cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol (211995-90-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 52 percent / pyridine / 2 h / 0 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

3: 1.976 g / tetrahydrofuran; hexane / 16 h / -60 - 20 °C

4: 93 percent / aq. NaOH / ethanol / 92 h / 20 °C

With pyridine; sodium hydroxide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 1: Esterification / 2: Swern oxidation / 3: Wittig reaction / 4: Hydrolysis;

DOI:10.1246/bcsj.71.1639

Reference yield:

(2-trimethylsilylethylidene)triphenylphosphorane (63922-69-0) → cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanemethanol (211995-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.976 g / tetrahydrofuran; hexane / 16 h / -60 - 20 °C

2: 93 percent / aq. NaOH / ethanol / 92 h / 20 °C

With sodium hydroxide; In tetrahydrofuran; ethanol; hexane; 1: Wittig reaction / 2: Hydrolysis;

DOI:10.1246/bcsj.71.1639

upstream raw materials:

cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexylmethyl pivaloate

(1s,4s)-cyclohexane-1,4-diyldimethanol

(2-trimethylsilylethylidene)triphenylphosphorane

cis-4-(pivaloyloxymethyl)cyclohexanecarbaldehyde

Downstream raw materials:

cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanecarbaldehyde