erythro-2-(1-methoxy-2-methylpropyl)cyclohexanone

Base Information

• Chemical Name: erythro-2-(1-methoxy-2-methylpropyl)cyclohexanone
• CAS No.: 28049-51-6
• Molecular Formula: C₁₁H₂₀O₂
• Molecular Weight: 184.279
• Mol file: 28049-51-6.mol

Synonyms:

Chemical Property of erythro-2-(1-methoxy-2-methylpropyl)cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of erythro-2-(1-methoxy-2-methylpropyl)cyclohexanone

There total 4 articles about erythro-2-(1-methoxy-2-methylpropyl)cyclohexanone 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: 17.0%

2-(1-Hydroxy-2-methylpropyl)cyclohexanone (43108-68-5) + methyl fluorosulfonate → erythro-2-(1-methoxy-2-methylpropyl)cyclohexanone (28049-51-6,74209-75-9,74209-76-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 1h;

DOI:10.1016/S0040-4020(01)86671-0

Reference yield:

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + isobutyraldehyde dimethyl acetal (41632-89-7) → 2-(1-methoxy-2-methylpropyl)cyclohexanone (28049-51-6,74209-75-9,74209-76-0) + 2-(1-methoxy-2-methylpropyl)cyclohexanone (28049-51-6,74209-75-9,74209-76-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 10h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00529a062

Reference yield:

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + isobutyraldehyde dimethyl acetal (41632-89-7) → 2-(1-methoxy-2-methylpropyl)cyclohexanone (28049-51-6,74209-75-9,74209-76-0) + 2-(1-methoxy-2-methylpropyl)cyclohexanone (28049-51-6,74209-75-9,74209-76-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 10h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00529a062

upstream raw materials:

1-(Trimethylsilyloxy)cyclohexene

isobutyraldehyde dimethyl acetal

2-(1-Hydroxy-2-methylpropyl)cyclohexanone

Refernces

• 1、 Murata, Shizuaki,Suzuki, Chikusa,Noyori, Ryoji. "TRIMETHYLSILYL TRIFLATE CATALYZED ALDOL-TYPE REACTION OF ENOL SILYL ETHERS AND ACETALS OR RELATED COMPOUNDS". . p. 4259 - 4276. Retrieved 2007/10/02.
• 2、 Murata, S.,Suzuki, M.,Noyori, R.. "A Stereoselective Aldol-Type Condensation of Enol Silyl Ethers and Acetals Catalyzed by Trimethylsilyl Trifluoromethanesulfonate". . p. 3248 - 3249. Retrieved 2007/10/02.