4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone

Base Information

• Chemical Name: 4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone
• CAS No.: 135614-80-1
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.275
• Mol file: 135614-80-1.mol

Synonyms:4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone

Chemical Property of 4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone

Chemical Property:

Purity/Quality:

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Technology Process of 4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone

There total 1 articles about 4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone 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: 98.0%

4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone ethylene acetal (135614-81-2) → 4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone (135614-80-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 0 ℃; for 5h;

DOI:10.1021/jo00021a037

Reference yield: 93.0%

4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone (135614-80-1) → (3R,3aS,7aS)-3-methyl-7a-phenyl-2,3,3a,7a-tetrahydrobenzofuran-5(4H)-one

Guidance literature:

With triethylsilane; [Rh(Phebox-s-Bu)]; sodium t-butanolate; In 1,2-dichloro-ethane; at 40 ℃; for 10h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/d1cc03645a

Reference yield: 82.0%

4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone (135614-80-1) + bis(pinacol)diborane (73183-34-3) → (3R,3aS,7aS)-7a-phenyl-3-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)-2,3,3a,7a-tetrahydrobenzofuran-5(4H)-one

Guidance literature:

With [(S,S)-Rh(Phebox-s-Bu)(OAc)₂·H₂O]; sodium t-butanolate; In tetrahydrofuran; methanol; at 20 ℃; for 24h; stereoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b05583

upstream raw materials:

4-phenyl-4-(allyloxy)cyclohexa-2,5-dienone ethylene acetal

Downstream raw materials:

cis- and trans-2-hydroxy-3-methyl-5-phenyldihydrobenzofuran

3-methyl-5-phenylbenzofuran