Benzene, 1-bromo-2-methoxy-3-(1-propenyl)-, (E)-

Base Information

• Chemical Name: Benzene, 1-bromo-2-methoxy-3-(1-propenyl)-, (E)-
• CAS No.: 93292-77-4
• Molecular Formula: C10H11BrO
• Molecular Weight: 227.101
• Mol file: 93292-77-4.mol

Synonyms:

Chemical Property of Benzene, 1-bromo-2-methoxy-3-(1-propenyl)-, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, 1-bromo-2-methoxy-3-(1-propenyl)-, (E)-

There total 1 articles about Benzene, 1-bromo-2-methoxy-3-(1-propenyl)-, (E)- 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: 89.0%

3-Brom-2-methoxy-1-(2-propenyl)benzol (88275-72-3) → (E)-3-Bromo-2-methoxy-1-prop-1-enylbenzene (93292-77-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 90 ℃; for 5h;

DOI:10.1055/s-1989-27224

Reference yield: 87.0%

(E)-3-Bromo-2-methoxy-1-prop-1-enylbenzene (93292-77-4) → 2-methoxy-3-bromobenzoic acid (101084-39-3)

Guidance literature:

With potassium permanganate; In acetone; at 0 ℃; for 3h;

DOI:10.1055/s-1989-27224

Reference yield:

(E)-3-Bromo-2-methoxy-1-prop-1-enylbenzene (93292-77-4) → 1-(4-Isopropoxy-3-methoxyphenyl)-3-(4-isopropoxy-3-methoxybenzyl)-5,7-diisopropoxy-2-methylnaphthalene (133773-24-7)

Guidance literature:

Multi-step reaction with 14 steps

1: 93 percent / ozone, Me₂S / CH₂Cl₂; methanol / 12 h

2: 91 percent / benzene / 20 h / Heating

3: 95 percent / 90percent aq. TFA / 0.25 h

4: 84 percent / KOAc / 0.08 h / Heating

5: 94 percent / diisobutylaluminium hydride / hexane; tetrahydrofuran / 0.17 h

6: 82 percent / K₂CO₃ / toluene / 96 h

8: 95 percent / toluene / 12 h / Heating

9: 85 percent / aq. NaOH / methanol / 96 h / Heating

11: 88 percent / tetrahydrofuran / 0.5 h / Ambient temperature

13: 99 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

14: 80 percent / H₂, NEt₃, trifluoroacetic anhydride / 10percent Pd/C / tetrahydrofuran / 18 h

With sodium hydroxide; lithium aluminium tetrahydride; dimethylsulfide; hydrogen; potassium acetate; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; benzene;

upstream raw materials:

3-Brom-2-methoxy-1-(2-propenyl)benzol

Downstream raw materials:

2-methoxy-3-bromobenzoic acid

(E)-4-(3-Bromo-2-methoxyphenyl)-3-methoxycarbonylbut-3-enoic acid

Methyl 4-acetoxy-7-bromo-8-methoxynaphthalene-2-carboxylate

4-tert-Butyl 1-methyl (E)-2-(3-bromo-2-methoxybenzylidene)butanedioate

Refernces

• 1、 Aristoff,Harrison,Huber. "Synthesis of benzopyran prostaglandins, potent stable prostacyclin analogs, via an intramolecular mitsunobu reaction". . p. 3955 - 3958. Retrieved 2007/10/02.