(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one

Base Information

Chemical Name:(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one
CAS No.:1436872-03-5
Molecular Formula:C₁₆H₁₄BrFO₂
Molecular Weight:337.188
Hs Code.:

Synonyms:(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one

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Chemical Property of (R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one

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Technology Process of (R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one

There total 3 articles about (R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one 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: 98.0%

: 1436871-91-8
2-(but-2-ynyl)-2-(4-fluorophenyl)hex-4-ynoic acid

: 1436872-03-5
(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one

Guidance literature:: 2-(but-2-ynyl)-2-(4-fluorophenyl)hex-4-ynoic acid; With Hydroquinone 1,4-phthalazinediyl diether; In hexane; chloroform; at -30 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

With N-Bromosuccinimide; In hexane; chloroform; at -30 ℃; for 15h; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1021/ja402910d

Reference yield:

: 34837-84-8
4-fluorobenzeneacetic acid methyl ester

: 1436872-03-5
(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

1.2: 0 °C / Inert atmosphere; Schlenk technique

2.1: lithium hydroxide; water / tetrahydrofuran / 90 °C / Inert atmosphere; Schlenk technique

3.1: Hydroquinone 1,4-phthalazinediyl diether / chloroform; hexane / 0.25 h / -30 °C / Inert atmosphere; Schlenk technique

3.2: 15 h / -30 °C / Inert atmosphere; Schlenk technique

With Hydroquinone 1,4-phthalazinediyl diether; water; sodium hydride; lithium hydroxide; In tetrahydrofuran; hexane; chloroform; mineral oil;
DOI:10.1021/ja402910d

Reference yield:

: 1436872-12-6
methyl 2-(but-2-ynyl)-2-(4-fluorophenyl)hex-4-ynoate

: 1436872-03-5
(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-(4-fluorophenyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide; water / tetrahydrofuran / 90 °C / Inert atmosphere; Schlenk technique

2.1: Hydroquinone 1,4-phthalazinediyl diether / chloroform; hexane / 0.25 h / -30 °C / Inert atmosphere; Schlenk technique

2.2: 15 h / -30 °C / Inert atmosphere; Schlenk technique

With Hydroquinone 1,4-phthalazinediyl diether; water; lithium hydroxide; In tetrahydrofuran; hexane; chloroform;
DOI:10.1021/ja402910d