2-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-3-bromo-6-methoxy-5-methyl-[1,4]benzoquinone

Base Information

Chemical Name:2-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-3-bromo-6-methoxy-5-methyl-[1,4]benzoquinone
CAS No.:88088-68-0
Molecular Formula:C₂₁H₂₁BrO₄
Molecular Weight:417.299
Hs Code.:

Synonyms:

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Chemical Property of 2-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-3-bromo-6-methoxy-5-methyl-[1,4]benzoquinone

Chemical Property:

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Technology Process of 2-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-3-bromo-6-methoxy-5-methyl-[1,4]benzoquinone

There total 14 articles about 2-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-3-bromo-6-methoxy-5-methyl-[1,4]benzoquinone 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:

: 88088-67-9
[3-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-2-bromo-4,5-dimethoxy-6-methyl-phenoxy]-tert-butyl-dimethyl-silane

: 88088-68-0
2-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-3-bromo-6-methoxy-5-methyl-[1,4]benzoquinone

Guidance literature:: With ammonium cerium(IV) nitrate; In acetonitrile;
DOI:10.1246/cl.1983.1383

Reference yield:

: 2568-24-3
2-phenyl-4,7-dihydro-1,3-dioxepine

: 88088-68-0
2-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-3-bromo-6-methoxy-5-methyl-[1,4]benzoquinone

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / LiAlH₄

2: 95.6 percent / PBr₃

3: 88 percent / K₂CO₃ / acetone / Heating

4: 84 percent / N,N-dimethylaniline / 200 °C

5: K₂CO₃ / acetone

6: 1.) KOH; 2.) imidazole / 1.) MeOH, 0 deg C; 2.) DMF

7: 1.) BH₃*SMe₂; 2.) 30 percent H₂O₂, NaOH / 1.) Et₂O, 0 deg C; 2.) EtOH

8: pyridinium chlorochromate / CH₂Cl₂

9: tetrahydrofuran / 0 °C

10: Et₃N / 1 h / 0 °C

11: 78 percent / Al₂O₃ / diethyl ether / 4 h

12: CAN / acetonitrile

With 1H-imidazole; aluminum oxide; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; dimethylsulfide borane complex; dihydrogen peroxide; phosphorus tribromide; potassium carbonate; N,N-dimethyl-aniline; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; acetonitrile;
DOI:10.1246/cl.1983.1383

Reference yield:

: 6971-52-4
3-methoxy-2-methylphenol

: 88088-68-0
2-((E)-1-Benzyloxymethyl-penta-2,4-dienyl)-3-bromo-6-methoxy-5-methyl-[1,4]benzoquinone

Guidance literature:: Multi-step reaction with 11 steps

1: Cl₂CHOCH₃

2: 88 percent / K₂CO₃ / acetone / Heating

3: 84 percent / N,N-dimethylaniline / 200 °C

4: K₂CO₃ / acetone

5: 1.) KOH; 2.) imidazole / 1.) MeOH, 0 deg C; 2.) DMF

6: 1.) BH₃*SMe₂; 2.) 30 percent H₂O₂, NaOH / 1.) Et₂O, 0 deg C; 2.) EtOH

7: pyridinium chlorochromate / CH₂Cl₂

8: tetrahydrofuran / 0 °C

9: Et₃N / 1 h / 0 °C

10: 78 percent / Al₂O₃ / diethyl ether / 4 h

11: CAN / acetonitrile

With 1H-imidazole; aluminum oxide; potassium hydroxide; sodium hydroxide; ammonium cerium(IV) nitrate; Dichloromethyl methyl ether; dimethylsulfide borane complex; dihydrogen peroxide; potassium carbonate; N,N-dimethyl-aniline; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; acetonitrile;
DOI:10.1246/cl.1983.1383