6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-3-one

Base Information

Chemical Name:6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-3-one
CAS No.:1434515-15-7
Molecular Formula:C₂₃H₂₉ClO₃
Molecular Weight:388.934
Hs Code.:

Synonyms:6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-3-one

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Chemical Property of 6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-3-one

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Technology Process of 6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-3-one

There total 3 articles about 6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-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: 48.0%

: 1434515-09-9
5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-5-(prop-2-yn-1-yl)-1,3-dioxane

: 3282-30-2
pivaloyl chloride

: 1434515-15-7
6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-3-one

Guidance literature:: 5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-5-(prop-2-yn-1-yl)-1,3-dioxane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.833333h; Inert atmosphere;

With copper(l) iodide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.5h; Inert atmosphere;

pivaloyl chloride; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol400292q

Reference yield:

: 1395054-37-1
(E)-diethyl-2-(3-(2-chlorophenyl)allyl)-2-(prop-2-yn-1-yl)malonate

: 1434515-15-7
6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / dichloromethane / 1.25 h / 0 - 20 °C / Inert atmosphere

2.1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 1 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.83 h / -78 - 20 °C / Inert atmosphere

3.2: 0.5 h / -78 - 0 °C / Inert atmosphere

3.3: 2 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; toluene-4-sulfonic acid; orthoformic acid triethyl ester; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol400292q

Reference yield:

: 1434515-07-7
2-(3-(2-chlorophenyl)allyl)-2-(prop-2-yn-1-yl)propane-1,3-diol

: 1434515-15-7
6-(5-(3-(2-chlorophenyl)allyl)-2,2-dimethyl-1,3-dioxan-5-yl)-2,2-dimethylhex-4-yn-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 1 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.83 h / -78 - 20 °C / Inert atmosphere

2.2: 0.5 h / -78 - 0 °C / Inert atmosphere

2.3: 2 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; toluene-4-sulfonic acid; orthoformic acid triethyl ester; In tetrahydrofuran; hexane;
DOI:10.1021/ol400292q