(E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane

Base Information

• Chemical Name: (E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane
• CAS No.: 79707-71-4
• Molecular Formula: C₁₄H₂₇ClOSi
• Molecular Weight: 274.906
• Mol file: 79707-71-4.mol

Synonyms:(E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane

Chemical Property of (E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane

There total 4 articles about (E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane 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: 84.0%

(E)-2-(tert-butyldimethylsiloxy)<(hydroxymethyl)methylidene>cyclohexane (79707-70-3) → (E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane (79707-71-4)

Guidance literature:

With tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; In diethyl ether; at 0 ℃; for 1.5h;

DOI:10.1021/ja00415a024

Reference yield:

(Z)-<(carboethoxy)methylidene>-2-hydroxycyclohexane (95713-78-3) → (E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane (79707-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / imidazole / dimethylformamide / 2 h / 25 °C

2: 96 percent / diisobutylaluminum hydride / toluene; hexane / 1) -78 deg C, 1.5 h; 2) 25 deg C, 30 min

3: 84 percent / CCl₄, HMPA / diethyl ether / 1.5 h / 0 °C

With 1H-imidazole; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride; In diethyl ether; hexane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja00415a024

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane (79707-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / imidazole / dimethylformamide / 2 h / 25 °C

2: 96 percent / diisobutylaluminum hydride / toluene; hexane / 1) -78 deg C, 1.5 h; 2) 25 deg C, 30 min

3: 84 percent / CCl₄, HMPA / diethyl ether / 1.5 h / 0 °C

With 1H-imidazole; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride; In diethyl ether; hexane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja00415a024

upstream raw materials:

(E)-2-(tert-butyldimethylsiloxy)<(hydroxymethyl)methylidene>cyclohexane

(Z)-<(carboethoxy)methylidene>-2-hydroxycyclohexane

tert-butyldimethylsilyl chloride

(E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane

Downstream raw materials:

(E)-2-(tert-butyldimethylsiloxy)<(4-(benzenesulfonyl)-3-oxopentyl)methylidene>cyclohexane

2-(benzenesulfonyl)-3-(cyclohex-1-en-1-yl)-2-methylcyclopentanone

2-(benzenesulfonyl)-3-(cyclohex-1-en-1-yl)-2-methylcyclopentanone

(E)-2-acetoxy<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane