2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane

Base Information

Chemical Name:2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane
CAS No.:160313-56-4
Molecular Formula:C₁₉H₂₇ClO₄
Molecular Weight:354.874
Hs Code.:

Synonyms:2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane

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Chemical Property of 2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane

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Technology Process of 2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane

There total 9 articles about 2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane 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: 82.0%

: 10297-05-9
1-chloro 4-iodobutane

: 160313-53-1
2-<2'-bromo-5'-(tetrahydropyran-2''-yloxy)methyl>phenyl-1,3-dioxolane

: 160313-56-4
2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; pentane; 1.) -78 degC, 1 h; 2.) -20 degC, 2 h, r.t., overnight;
DOI:10.1016/S0040-4020(01)89277-2

Reference yield:

: 7697-28-1
4-bromo-3-methylbenzoic acid

: 160313-56-4
2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / sulfuric acid / toluene / 1 h / Heating

2: 1.) N-bromosuccinimide; 2.) CaCO₃ / 1.) CCl₄, 3 h, reflux, irradiation; 2.) 160 degC, 3 h

3: 86.2 percent / 1.) LiAlH₄; 2.) aq. potassium sodium tartrate / 1.) THF, 0 degC, 30 min; 2.) ethanol, r.t., 1 h

4: 95 percent / pyridinium tosylate / CH₂Cl₂ / 5 h / Ambient temperature

5: 82 percent / 1.) t-BuLi / pentane; tetrahydrofuran / 1.) -78 degC, 1 h; 2.) -20 degC, 2 h, r.t., overnight

With N-Bromosuccinimide; lithium aluminium tetrahydride; sulfuric acid; tert.-butyl lithium; pyridinium p-toluenesulfonate; Rochelle's salt; calcium carbonate; In tetrahydrofuran; dichloromethane; toluene; pentane;
DOI:10.1016/S0040-4020(01)89277-2

Reference yield:

: 160313-69-9
ethyl 3-methyl-4-bromobenzoate

: 160313-56-4
2-<2'-(4''-chlorobutyl)-5'-(tetrahydropyran-2'''-yloxy)methyl>phenyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) N-bromosuccinimide; 2.) CaCO₃ / 1.) CCl₄, 3 h, reflux, irradiation; 2.) 160 degC, 3 h

2: 86.2 percent / 1.) LiAlH₄; 2.) aq. potassium sodium tartrate / 1.) THF, 0 degC, 30 min; 2.) ethanol, r.t., 1 h

3: 95 percent / pyridinium tosylate / CH₂Cl₂ / 5 h / Ambient temperature

4: 82 percent / 1.) t-BuLi / pentane; tetrahydrofuran / 1.) -78 degC, 1 h; 2.) -20 degC, 2 h, r.t., overnight

With N-Bromosuccinimide; lithium aluminium tetrahydride; tert.-butyl lithium; pyridinium p-toluenesulfonate; Rochelle's salt; calcium carbonate; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1016/S0040-4020(01)89277-2