(E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene

Base Information

• Chemical Name: (E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene
• CAS No.: 1034647-79-4
• Molecular Formula: C₁₆H₁₅ClO
• Molecular Weight: 258.748
• Mol file: 1034647-79-4.mol

Synonyms:(E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene

Chemical Property of (E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene

There total 1 articles about (E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene 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: 78.0%

(E)-3-(p-chlorophenyl)prop-2-en-1-ol (24583-70-8) + benzyl bromide (100-39-0) → (E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene (1034647-79-4)

Guidance literature:

benzyl bromide; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

(E)-3-(p-chlorophenyl)prop-2-en-1-ol; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jacs.6b09090

Reference yield: 93.0%

diiodomethane (75-11-6) + (E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene (1034647-79-4) → 1-(2-(benzyloxymethyl)cyclopropyl)-4-chlorobenzene

Guidance literature:

diiodomethane; With diethylzinc; dibutyl phosphate; In dichloromethane; at -10 ℃; for 0.5h;

(E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene; In dichloromethane; at -10 - 20 ℃; for 20h;

DOI:10.1021/jo902618e

Reference yield: 75.0%

(E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene (1034647-79-4) + 2-(diiodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2066512-27-2) → (+/-)-2-((1R,2R,3R)-2-((benzyloxy)methyl)-3-(4-chlorophenyl)cyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:

2-(diiodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With tert-butyl methyl ether; diethylzinc; trifluoroacetic acid; In 1,2-dichloro-ethane; at -40 ℃; for 0.5h; Inert atmosphere;

(E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-chlorobenzene; In 1,2-dichloro-ethane; at -40 - 20 ℃; for 20h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.6b09090

upstream raw materials:

(E)-3-(p-chlorophenyl)prop-2-en-1-ol

benzyl bromide

Downstream raw materials:

(+)-(S)-1-chloro-4-(hept-1-en-3-yl)benzene