1-(2-Adamantylidene)-1-methoxy-1-phenylmethane

Base Information

• Chemical Name: 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane
• CAS No.: 113849-79-9
• Molecular Formula: C₁₈H₂₂O
• Molecular Weight: 254.372
• Mol file: 113849-79-9.mol

Synonyms:1-(2-Adamantylidene)-1-methoxy-1-phenylmethane

Chemical Property of 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane

There total 6 articles about 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane 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: 61.0%

2-Adamantanone (700-58-3) + dimethyl phosphonate (132205-80-2,62456-45-5) → 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane (113849-79-9)

Guidance literature:

dimethyl phosphonate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2-Adamantanone; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 6h; Further stages.;

DOI:10.1039/b002101f

Reference yield: 53.0%

adamantan-2-yl(phenyl)methanone (68157-27-7) + methyl iodide (74-88-4) → 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane (113849-79-9)

Guidance literature:

With sodium hydride; 1.) r.t., 6 h, 2.) 45-50 deg C, 40 h;

DOI:10.1021/jo00091a009

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane (113849-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 70 percent / trimethylsilyl chloride / 68 h

2.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 61 percent / hexane; tetrahydrofuran / 6 h / -78 - 20 °C

With n-butyllithium; chloro-trimethyl-silane; diisopropylamine; In tetrahydrofuran; hexane; 1.1: Substitution / 2.1: Metallation / 2.2: Condensation;

DOI:10.1039/b002101f

upstream raw materials:

adamantan-2-yl(phenyl)methanone

methyl iodide

2-Adamantanone

dimethyl phosphonate

Downstream raw materials:

(2-Hydroxy-adamantan-2-yl)-phenyl-methanone

4-methoxy-(1-phenyl)spiro<1,2-dioxetane-3,2'-adamantane>

C₁₈H₂₂O₂

adamantan-2-yl(phenyl)methanone

Refernces

• 1、 Bodepudi, Vani R.,Noble, William J. le. "Face Selection in the Capture of Anionic Carbon". . p. 3265 - 3269. Retrieved 2007/10/02.