2-Cyclohexen-1-one,4-hydroxy-2-[(1E)-1-(hydroxymethyl)-1,3-butadien-1-yl]-

Base Information

Chemical Name:2-Cyclohexen-1-one,4-hydroxy-2-[(1E)-1-(hydroxymethyl)-1,3-butadien-1-yl]-
CAS No.:161407-87-0
Molecular Formula:C11H14 O3
Molecular Weight:194.23
Hs Code.:
Mol file:161407-87-0.mol

Synonyms:2-Cyclohexen-1-one,4-hydroxy-2-[(1E)-1-(hydroxymethyl)-1,3-butadienyl]- (9CI); 2-Cyclohexen-1-one,4-hydroxy-2-[1-(hydroxymethyl)-1,3-butadienyl]-, (E)-; Nakienone B

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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 2-Cyclohexen-1-one,4-hydroxy-2-[(1E)-1-(hydroxymethyl)-1,3-butadien-1-yl]-

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:: SDS file from LookChem

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Technology Process of 2-Cyclohexen-1-one,4-hydroxy-2-[(1E)-1-(hydroxymethyl)-1,3-butadien-1-yl]-

There total 10 articles about 2-Cyclohexen-1-one,4-hydroxy-2-[(1E)-1-(hydroxymethyl)-1,3-butadien-1-yl]- 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: 60.0%

: 179949-79-2
4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone

: 161407-87-0
4-Hydroxy-2-((E)-1-hydroxymethyl-buta-1,3-dienyl)-cyclohex-2-enone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.75h;
DOI:10.1016/0040-4039(96)00962-8

Reference yield:

: 2-Bromo-4-hydroxy-cyclohex-2-enone

: 161407-87-0
4-Hydroxy-2-((E)-1-hydroxymethyl-buta-1,3-dienyl)-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 5 steps

2: 33 percent / TsOH, molecular sieves 4 A / benzene

3: 1.) n-BuLi; 2.) ZnBr₂ / 3.) 5 molpercent Pd(PPh₃)4 / 1.) -78 deg C; -78 - 25 deg C; 3.) DMF, 25 deg C, 6 h

4: 62 percent / 10percent aq oxalic acid on silica gel / 0.33 h / 25 °C

5: 60 percent / n-Bu₄NF / tetrahydrofuran / 0.75 h

With n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; oxalic acid; toluene-4-sulfonic acid; zinc dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; benzene;
DOI:10.1016/0040-4039(96)00962-8

Reference yield:

: 179949-74-7
2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enone

: 161407-87-0
4-Hydroxy-2-((E)-1-hydroxymethyl-buta-1,3-dienyl)-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1: 33 percent / TsOH, molecular sieves 4 A / benzene

2: 1.) n-BuLi; 2.) ZnBr₂ / 3.) 5 molpercent Pd(PPh₃)4 / 1.) -78 deg C; -78 - 25 deg C; 3.) DMF, 25 deg C, 6 h

3: 62 percent / 10percent aq oxalic acid on silica gel / 0.33 h / 25 °C

4: 60 percent / n-Bu₄NF / tetrahydrofuran / 0.75 h

With n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; oxalic acid; toluene-4-sulfonic acid; zinc dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; benzene;
DOI:10.1016/0040-4039(96)00962-8