2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene

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Chemical Name:2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene
CAS No.:81477-02-3
Molecular Formula:C₁₆H₂₂BrClO₃
Molecular Weight:377.706
Hs Code.:

Synonyms:2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene

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Chemical Property of 2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene

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Technology Process of 2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene

There total 11 articles about 2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene 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: 96.0%

: 81477-01-2
2-bromo-6-chloro-4-<(E)-5-ethoxycarbonyl)-3-methyl-2-pentenyl>-3,5-dimethoxytoluene

: 81477-02-3
2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 25 ℃; for 0.5h;
DOI:10.1021/jo00133a027

Reference yield:

: 504-15-4
orcinol

: 81477-02-3
2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene

Guidance literature:: Multi-step reaction with 11 steps

1: K₂CO₃ / acetone / Heating

2: 1.) n-BuLi / 1.) THF, RT, overnight, 2.) xylene, reflux, 4 h

3: 75 percent / 1.) KMnO₄, (n-Bu)4NBr 2.) 6percent aq. NaOH / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) RT, 18 h

4: 98 percent / p-TsOH / 5 h / Ambient temperature

5: 92 percent / N-bromosuccinimide / dimethylformamide / 18 h / Ambient temperature

6: 92 percent / Cl₂, pyridine / CHCl₃ / 96 h / 0 °C

7: 99.5 percent / conc. HCl / methanol / 4 h / Ambient temperature

8: 99 percent / NaIO₄, H₂O / ethyl acetate / Ambient temperature

9: 1.) Mg / 1.) THF, reflux, 1 h, 2.) 25 deg C, 12 h

10: propanoic acid / 6 h / 140 °C

11: 96 percent / LiAlH₄ / diethyl ether / 0.5 h / 25 °C

With pyridine; hydrogenchloride; sodium hydroxide; potassium permanganate; sodium periodate; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; tetrabutylammomium bromide; water; chlorine; potassium carbonate; toluene-4-sulfonic acid; magnesium; propionic acid; In methanol; diethyl ether; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00133a027

Reference yield:

: 4179-19-5
1,3-dimethoxy-5-methylbenzene

: 81477-02-3
2-bromo-6-chloro-3,5-dimethoxy-4-<(E)-6-hydroxyl-3-methyl-2-hexenyl>toluene

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) n-BuLi / 1.) THF, RT, overnight, 2.) xylene, reflux, 4 h

2: 75 percent / 1.) KMnO₄, (n-Bu)4NBr 2.) 6percent aq. NaOH / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) RT, 18 h

3: 98 percent / p-TsOH / 5 h / Ambient temperature

4: 92 percent / N-bromosuccinimide / dimethylformamide / 18 h / Ambient temperature

5: 92 percent / Cl₂, pyridine / CHCl₃ / 96 h / 0 °C

6: 99.5 percent / conc. HCl / methanol / 4 h / Ambient temperature

7: 99 percent / NaIO₄, H₂O / ethyl acetate / Ambient temperature

8: 1.) Mg / 1.) THF, reflux, 1 h, 2.) 25 deg C, 12 h

9: propanoic acid / 6 h / 140 °C

10: 96 percent / LiAlH₄ / diethyl ether / 0.5 h / 25 °C

With pyridine; hydrogenchloride; sodium hydroxide; potassium permanganate; sodium periodate; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; tetrabutylammomium bromide; water; chlorine; toluene-4-sulfonic acid; magnesium; propionic acid; In methanol; diethyl ether; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00133a027