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

Base Information

Chemical Name:(1'RS)-(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)-methanol
CAS No.:808750-29-0
Molecular Formula:C₂₂H₂₅BrO₅
Molecular Weight:449.341
Hs Code.:

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

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

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

There total 11 articles about (1'RS)-(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)-methanol 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: 58.0%

: 808750-27-8
7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-carbaldehyde

: 808750-18-7
2-iodo-3-vinyl-anisole

: 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

Guidance literature:: 2-iodo-3-vinyl-anisole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-carbaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;
DOI:10.1002/chem.200400342

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: formic acid 3-bromo-4-methoxy-5-methyl-phenyl ester

: 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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.68 g / K₂CO₃ / methanol / 0.25 h / 20 °C

2.1: 69 percent / aq. CaO / 120 h / 20 °C

3.1: p-TsOH / 18 h / 20 °C

3.2: 420 mg / ClCOCOCl; DMSO; Et₃N / CH₂Cl₂ / 2.08 h / -78 - 20 °C

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

4.2: 58 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

With n-butyllithium; potassium carbonate; toluene-4-sulfonic acid; calcium oxide; In tetrahydrofuran; methanol; hexane;
DOI:10.1002/chem.200400342