1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol

Base Information

• Chemical Name: 1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol
• CAS No.: 286454-78-2
• Molecular Formula: C₂₉H₃₅NO₄
• Molecular Weight: 461.601
• Mol file: 286454-78-2.mol

Synonyms:1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol

Chemical Property of 1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol

There total 5 articles about 1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol 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: 87.0%

allylmagnesium bromide (2622-05-1) + 2-[4-(2-dimethylamino-ethoxy)-phenyl]-2-(4-methoxymethoxy-phenyl)-1-phenyl-ethanone (286454-82-8) → 1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol (286454-78-2)

Guidance literature:

In diethyl ether; at -50 - 20 ℃; for 12h;

DOI:10.1016/S0040-4039(00)00421-4

Reference yield:

trans-4-Hydroxystilbene (6554-98-9) → 1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol (286454-78-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 97 percent / KOH / dimethylformamide / 12 h / 25 °C

2.1: NBS; H₂O / dimethylsulfoxide / 0.5 h / 10 °C

2.2: 54 percent / aq. KOH / 0.5 h / 20 °C

3.1: 82 percent / CuI / 12 h / -40 - 20 °C

4.1: 80 percent / (CO)2Cl₂; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

5.1: 87 percent / diethyl ether / 12 h / -50 - 20 °C

With potassium hydroxide; N-Bromosuccinimide; oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; copper(l) iodide; In diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Addition / 2.2: Elimination / 3.1: Grignard reaction / 4.1: Oxidation / 5.1: Grignard reaction;

DOI:10.1016/S0040-4039(00)00421-4

Reference yield:

(E)-N,N-dimethyl-2-(4-styrylphenoxy)ethanamine (101717-72-0) → 1-[4-(2-dimethylamino-ethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-2-phenyl-pent-4-en-2-ol (286454-78-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NBS; H₂O / dimethylsulfoxide / 0.5 h / 10 °C

1.2: 54 percent / aq. KOH / 0.5 h / 20 °C

2.1: 82 percent / CuI / 12 h / -40 - 20 °C

3.1: 80 percent / (CO)2Cl₂; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

4.1: 87 percent / diethyl ether / 12 h / -50 - 20 °C

With N-Bromosuccinimide; oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; copper(l) iodide; In diethyl ether; dichloromethane; dimethyl sulfoxide; 1.1: Addition / 1.2: Elimination / 2.1: Grignard reaction / 3.1: Oxidation / 4.1: Grignard reaction;

DOI:10.1016/S0040-4039(00)00421-4

upstream raw materials:

allylmagnesium bromide

2-[4-(2-dimethylamino-ethoxy)-phenyl]-2-(4-methoxymethoxy-phenyl)-1-phenyl-ethanone

trans-4-Hydroxystilbene

(E)-N,N-dimethyl-2-(4-styrylphenoxy)ethanamine

Downstream raw materials:

tetradecanoic acid 4-[4-(2-dimethylamino-ethoxy)-phenyl]-3-hydroxy-4-(4-methoxymethoxy-phenyl)-3-phenyl-1-tetradecanoyloxymethyl-butyl ester