tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate

Base Information

Chemical Name:tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate
CAS No.:1377975-71-7
Molecular Formula:C₁₃H₁₅BrO₂
Molecular Weight:283.165
Hs Code.:

Synonyms:tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate

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Chemical Property of tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate

Chemical Property:

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Technology Process of tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate

There total 4 articles about tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate 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:

: 35000-37-4
(tert-butyloxycarbonylmethyl)triphenylphosphonium chloride

: 1377975-71-7
tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate

: 447415-90-9
tert-butyl (E)-3-(2-bromophenyl)prop-2-enoate

Guidance literature:: (tert-butyloxycarbonylmethyl)triphenylphosphonium chloride; With potassium hexamethylsilazane; In tetrahydrofuran; for 1h; Inert atmosphere;

With ortho-bromobenzaldehyde; In tetrahydrofuran; at 20 ℃; Overall yield = 82 %; Overall yield = 0.36 g; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.09.123

Reference yield:

: 1377975-26-2
(tert-butoxycarbonylmethyl)methyldiphenylphosphonium bromide

: 6630-33-7
ortho-bromobenzaldehyde

: 1377975-71-7
tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate

: 447415-90-9
tert-butyl (E)-3-(2-bromophenyl)prop-2-enoate

Guidance literature:: (tert-butoxycarbonylmethyl)methyldiphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; for 1h; Inert atmosphere;

ortho-bromobenzaldehyde; In tetrahydrofuran; at -78 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere; Cooling with acetone-dry ice;
DOI:10.1021/ja300943z

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 1377975-71-7
tert-butyl (Z)-3-(2-bromophenyl)prop-2-enoate

: 447415-90-9
tert-butyl (E)-3-(2-bromophenyl)prop-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene / 0 - 20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / Inert atmosphere

2.2: -78 °C / Inert atmosphere; Cooling with acetone-dry ice

With sodium hexamethyldisilazane; In tetrahydrofuran; toluene; 2.1: Wittig reaction / 2.2: Wittig reaction;
DOI:10.1021/ja300943z