(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone

Base Information

Chemical Name:(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone
CAS No.:808750-36-9
Molecular Formula:C₂₂H₂₃BrO₅
Molecular Weight:447.326
Hs Code.:

Synonyms:(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone

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Chemical Property of (7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone

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Technology Process of (7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone

There total 13 articles about (7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone 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: 81.0%

: 808750-29-0
(1'RS)-(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)-methanol

: 808750-36-9
(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1002/chem.200400342

Reference yield:

: 808750-23-4
3-bromo-4-methoxy-5-methylphenol

: 808750-36-9
(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 69 percent / aq. CaO / 120 h / 20 °C

2.1: p-TsOH / 18 h / 20 °C

2.2: 420 mg / ClCOCOCl; DMSO; Et₃N / CH₂Cl₂ / 2.08 h / -78 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 58 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

4.1: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.25 h / 20 °C

With n-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; calcium oxide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/chem.200400342

Reference yield:

: 808750-22-3
3-bromo-4-methoxy-5-methyl benzaldehyde

: 808750-36-9
(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. m-CPBA / CH₂Cl₂ / 12 h / 20 °C

2.1: 1.68 g / K₂CO₃ / methanol / 0.25 h / 20 °C

3.1: 69 percent / aq. CaO / 120 h / 20 °C

4.1: p-TsOH / 18 h / 20 °C

4.2: 420 mg / ClCOCOCl; DMSO; Et₃N / CH₂Cl₂ / 2.08 h / -78 - 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

5.2: 58 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

6.1: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.25 h / 20 °C

With n-butyllithium; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; calcium oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Baeyer-Villiger oxidation;
DOI:10.1002/chem.200400342