1-phenyl-2-methoxymethyl-3-butenol

Base Information

• Chemical Name: 1-phenyl-2-methoxymethyl-3-butenol
• CAS No.: 85677-20-9
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• Mol file: 85677-20-9.mol

Synonyms:

Chemical Property of 1-phenyl-2-methoxymethyl-3-butenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-phenyl-2-methoxymethyl-3-butenol

There total 14 articles about 1-phenyl-2-methoxymethyl-3-butenol 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:

allyl methoxymethyl ether (62322-45-6) + benzaldehyde (100-52-7) → 4-methoxymethoxy-1-phenyl-but-2-en-1-ol + (1R*,2R*)-2-methoxymethoxy-1-phenyl-3-buten-1-ol (82238-07-1,85677-20-9) + 1-phenyl-2-methoxymethyl-3-butenol (82238-07-1,85677-20-9)

Guidance literature:

allyl methoxymethyl ether; With Li(2,2,6,6-tetramethylpiperidide)*Al(ⁱBu)₃; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

benzaldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1021/ja064601n

Reference yield:

allyl methoxymethyl ether (62322-45-6) + benzaldehyde (100-52-7) → 4-methoxymethoxy-1-phenyl-but-2-en-1-ol + (1R*,2R*)-2-methoxymethoxy-1-phenyl-3-buten-1-ol (82238-07-1,85677-20-9) + 1-phenyl-2-methoxymethyl-3-butenol (82238-07-1,85677-20-9)

Guidance literature:

allyl methoxymethyl ether; With Li(2,2,6,6-tetramethylpiperidide)*Al(ⁱBu)₃; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

benzaldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1021/ja064601n

Reference yield:

allyl methoxymethyl ether (62322-45-6) → threo-1-phenyl-2-(methoxymethoxy)-3-butenol (85677-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi / tetrahydrofuran / -30 °C

2: Cp₂TiCl₂ / diethyl ether / -78 deg C to room temp.

With bis(cyclopentadienyl)titanium dichloride; n-butyllithium; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4039(00)85759-7

upstream raw materials:

MOM-allylic carbanion

benzaldehyde

allyl methoxymethyl ether

2-<(Z)-3-(methoxymethoxy)-2-propenyl>-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

(1R,2R)-1-phenyl-but-3-ene-1,2-diol

syn-1-phenyl-but-3-en-1,2-diol