(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-phenyldihydrofuran-2(3H)-one

Base Information

Chemical Name:(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-phenyldihydrofuran-2(3H)-one
CAS No.:1436872-00-2
Molecular Formula:C₁₆H₁₅BrO₂
Molecular Weight:319.198
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 4 articles about (R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-phenyldihydrofuran-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: 99.0%

: 1436871-88-3
2-(but-2-yn-1-yl)-2-phenylhex-4-ynoic acid

: 1436872-00-2
(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-phenyldihydrofuran-2(3H)-one

Guidance literature:: With N-Bromosuccinimide; 1-(hydrochinidinyl)-4-(9,9’-bis-phenanthrylcarbinyl)phthalazine; In hexane; chloroform; at -30 ℃; for 15.5h; Reagent/catalyst; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/chem.201604003

Reference yield:

: 1436871-88-3
2-(but-2-yn-1-yl)-2-phenylhex-4-ynoic acid

: 1436872-00-2
(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-phenyldihydrofuran-2(3H)-one

: (S,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-phenyldihydrofuran-2(3H)-one

Guidance literature:: With N-Bromosuccinimide; 1-(hydrochinidinyl)-4-(9,9’-bis-phenanthrylcarbinyl)phthalazine; In hexane; chloroform; at -30 ℃; for 15.5h; Overall yield = 74 %; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/chem.201604003

Reference yield:

: 101-41-7
benzeneacetic acid methyl ester

: 1436872-00-2
(R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-phenyldihydrofuran-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