3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone

Base Information

Chemical Name:3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone
CAS No.:191278-80-5
Molecular Formula:C₂₀H₃₂O₃
Molecular Weight:320.472
Hs Code.:

Synonyms:3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone

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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 3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone

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Technology Process of 3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone

There total 1 articles about 3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone 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: 61.0%

: 432-25-7
2,6,6-trimethylcyclohex-1-enecarbaldehyde

: 117360-96-0
3-<(1-methylpropyl)oxy>-2-cyclohexen-1-one

: 191278-80-5
3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; 1.) 30 min, 2.) 1 h;
DOI:10.1039/a606719k

Reference yield:

: 191278-80-5
3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone

: (E,Z)-3-<3-Methyl-4-<(2,6,6-trimethylcyclohex-1-enyl)methylene>cyclohex-2-enylidene>propan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / -78 deg C, 70 min; -50 deg C, 20 min; 0 deg C, 20 min

2: 15percent aq. H₂SO₄ / tetrahydrofuran / 0.33 h / 0 °C

3: 83 percent / Et₃N, DMAP / CH₂Cl₂ / 4 h / Ambient temperature

4: 83 percent / DBU / toluene / 1 h / Heating

5: 1.) LDA, 2.) AcOH, aq. NaOAc / 1.) THF, benzene, r.t., 30 min; THF, r.t.; 2 h, 2.) THF, r.t., 5 h

With dmap; sulfuric acid; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/a606719k

Reference yield:

: 191278-80-5
3-sec-Butoxy-6-[hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-methyl]-cyclohex-2-enone

: 162792-92-9
(E,E)-3-<3-Methyl-4-<(2,6,6-trimethylcyclohex-1-enyl)methylene>cyclohex-2-enylidene>propan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / -78 deg C, 70 min; -50 deg C, 20 min; 0 deg C, 20 min

2: 15percent aq. H₂SO₄ / tetrahydrofuran / 0.33 h / 0 °C

3: 83 percent / Et₃N, DMAP / CH₂Cl₂ / 4 h / Ambient temperature

4: 83 percent / DBU / toluene / 1 h / Heating

5: 1.) LDA, 2.) AcOH, aq. NaOAc / 1.) THF, benzene, r.t., 30 min; THF, r.t.; 2 h, 2.) THF, r.t., 5 h

With dmap; sulfuric acid; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/a606719k