1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone

Base Information

Chemical Name:1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone
CAS No.:450336-13-7
Molecular Formula:C₁₅H₂₀O₅
Molecular Weight:280.321
Hs Code.:

Synonyms:1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone

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Chemical Property of 1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone

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Technology Process of 1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone

There total 4 articles about 1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone 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: 90.0%

: 450336-12-6
2-hydroxy-4-methoxymethoxy-6-prenyloxyacetophenone

: 450336-13-7
1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone

Guidance literature:: With N,N-dimethyl-aniline; for 4.5h; Heating;
DOI:10.1081/SCC-120003156

Reference yield:

: 65490-09-7
2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

: 450336-13-7
1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: K₂CO₃ / acetone / 4 h / Heating

1.2: 91 percent / SiO₂ / flash column chromatography

2.1: 90 percent / N,N-dimethylaniline / 4.5 h / Heating

With potassium carbonate; N,N-dimethyl-aniline; In acetone; 2.1: Claisen rearrangement;
DOI:10.1081/SCC-120003156

Reference yield:

: 480-66-0,67471-34-5
2,4,6-trihydroxyacetophenone

: 450336-13-7
1-(2,6-dihydroxy-4-(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 5.33 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / acetone / 21.5 h / Inert atmosphere; Reflux

3: N,N-diethylaniline / 1 h / 210 °C / Inert atmosphere; Microwave irradiation

4: hydrogenchloride / methanol; water / 3 h / 0 - 40 °C / Inert atmosphere

With hydrogenchloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; N,N-diethylaniline; In methanol; dichloromethane; water; acetone; 3: |Claisen Rearrangement;
DOI:10.1021/acs.jnatprod.1c00121