1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-one

Base Information

Chemical Name:1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-one
CAS No.:1346682-46-9
Molecular Formula:C₂₁H₂₀O₆
Molecular Weight:368.386
Hs Code.:

Synonyms:1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-one

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Chemical Property of 1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-one

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Technology Process of 1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-one

There total 4 articles about 1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-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: 87.0%

: 1346682-60-7
1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-ol

: 1346682-46-9
1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-one

Guidance literature:: 1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-ol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.25h;

With triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo201918d

Reference yield:

: 1346682-57-2
2-((3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)methyl)oxirane

: 1346682-46-9
1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 0.5 h / -78 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

2.2: 0 - 20 °C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; 2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1021/jo201918d

Reference yield:

1-iodo-3,4-dimethoxybenzene: 5460-32-2
1-iodo-3,4-dimethoxybenzene

: 1346682-46-9
1-(benzo[d][1,3]dioxol-5-yl)-3-(3-(3,4-dimethoxyphenyl)prop-2-ynyloxy)propan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 0.5 h

1.2: 4 h / 20 °C

2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water / 3 h / 0 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 0.5 h / -78 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

4.2: 0 - 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; oxalyl dichloride; tetra(n-butyl)ammonium hydrogensulfate; dimethyl sulfoxide; triethylamine; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane; water; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling / 4.1: Swern oxidation / 4.2: Swern oxidation;
DOI:10.1021/jo201918d