(Z)-8-hydroxy-6-(phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)octan-3-one

Base Information

Chemical Name:(Z)-8-hydroxy-6-(phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)octan-3-one
CAS No.:1158715-43-5
Molecular Formula:C₂₁H₃₁BO₄
Molecular Weight:358.286
Hs Code.:

Synonyms:(Z)-8-hydroxy-6-(phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)octan-3-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 (Z)-8-hydroxy-6-(phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)octan-3-one

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Technology Process of (Z)-8-hydroxy-6-(phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)octan-3-one

There total 2 articles about (Z)-8-hydroxy-6-(phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)octan-3-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: 66.0%

: 1629-58-9
4-penten-3-one

: 10229-11-5
4-phenyl-but-3-yn-1-ol

: 73183-34-3
bis(pinacol)diborane

: 1158715-91-3
HOCH₂CH₂(B(OC(CH₃)2)2)CC(CH₂CH₂C(O)(ethyl))(phenyl)

: 1158715-43-5
(Z)-8-hydroxy-6-(phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)octan-3-one

Guidance literature:: With catalyst: [Ni(1,5-cyclooctadiene)2]#(P(n-C₄H₉)3); In methanol; toluene; toluene/CH3OH (3:1); flask with Ni and diboron compds. evacuated and purged with N2 3 times, added toluene and P(C4H9)3, stirred, added enone, alkyne and CH3OH, stirred at room temp. for 5 min and then at 40°Cfor 10 h; filtered through short pad of celite and washed with ethyl acetate/hexane (70:30 v/v), filtrate concd., residue purified by column chromy. on silica gel with hexanes-ethyl acetate as eluent; not separated;
DOI:10.1002/anie.200805293

Reference yield:

: 1629-58-9
4-penten-3-one

: 10229-11-5
4-phenyl-but-3-yn-1-ol

: 73183-34-3
bis(pinacol)diborane

: 1158715-43-5
(Z)-8-hydroxy-6-(phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)octan-3-one

: C₂₁H₃₁BO₄

Guidance literature:: With methanol; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; tributylphosphine; In toluene; at 20 - 40 ℃; for 10.0833h; regioselective reaction; Inert atmosphere;
DOI:10.1002/anie.200805293