3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-cyclohex-2-enone

Base Information

Chemical Name:3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-cyclohex-2-enone
CAS No.:169898-25-3
Molecular Formula:C₁₇H₂₆O₃
Molecular Weight:278.392
Hs Code.:

Synonyms:3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-cyclohex-2-enone

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Chemical Property of 3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-cyclohex-2-enone

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Technology Process of 3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-cyclohex-2-enone

There total 3 articles about 3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-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: 69.0%

: 1826-67-1
vinyl magnesium bromide

: 169898-23-1
3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-cyclohexa-2,5-dienone

: 169898-25-3
3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-cyclohex-2-enone

Guidance literature:: With copper(l) iodide; chloro-trimethyl-silane; at -78 ℃;
DOI:10.1016/0040-4039(95)01244-C

Reference yield:

: 169898-21-9
5,5-Dimethyl-2-(2,6,6-trimethyl-cyclohex-1-enyl)-[1,3]dioxane

: 169898-25-3
3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) potassium dihydrogen phosphate, SeO₂, 2.) pyridinium dichromate, MgSO₄ / 1.) toluene, reflux, 2 h, 2.) CH₂Cl₂, RT, 3.5 h

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 deg C to RT

3: Oxone / methanol / 12 h / Ambient temperature

4: 1.) copper(I) iodide, 2.) Me₃SiCl / 1.) THF, -20 deg C, 10 min, 2.) THF, from -78 deg C to RT, 1 h

With Oxone; potassium dihydrogenphosphate; copper(l) iodide; dipyridinium dichromate; chloro-trimethyl-silane; selenium(IV) oxide; magnesium sulfate; lithium diisopropyl amide; In methanol;
DOI:10.1139/v97-146

Reference yield:

: 169898-22-0
3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-cyclohex-2-enone

: 169898-25-3
3-(5,5-Dimethyl-[1,3]dioxan-2-yl)-2,4,4-trimethyl-5-vinyl-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 deg C to RT

2: Oxone / methanol / 12 h / Ambient temperature

3: 1.) copper(I) iodide, 2.) Me₃SiCl / 1.) THF, -20 deg C, 10 min, 2.) THF, from -78 deg C to RT, 1 h

With Oxone; copper(l) iodide; chloro-trimethyl-silane; lithium diisopropyl amide; In methanol;
DOI:10.1139/v97-146