2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman

Base Information

• Chemical Name: 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman
• CAS No.: 78916-45-7
• Molecular Formula: C₁₉H₂₂O₂
• Molecular Weight: 282.382
• Mol file: 78916-45-7.mol

Synonyms:2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman

Chemical Property of 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman

There total 17 articles about 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman 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: 67.0%

1,5-Dimethoxy-2-(3-methyl-but-2-enyl)-3-phenethyl-benzene (133462-73-4) → 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman (78916-45-7) + 3,5-dihydroxy-2-(3-methyl-2-butenyl)bibenzyl (133462-42-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -10 - 0 ℃; for 2h;

DOI:10.1016/0031-9422(91)84129-G

Reference yield:

3-methoxy-5-[(E)-2-phenylvinyl]phenol (35302-70-6) → 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman (78916-45-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 96.4 percent / H₂ / 10percent Pd-C / ethyl acetate / 2 h / Ambient temperature

2: 919.1 mg / KI, K₂CO₃ / acetone / 43 h / 80 °C

3: 84.5 percent / H₂, quinoline / Pd-BaSO₄ / ethyl acetate

4: 13.5 percent / silica gel / hexane; benzene / 12 h / Ambient temperature; or in xylene at 130 deg C, 16 h

5: 17.7 percent / EtSNa / hexamethylphosphoric acid triamide / 5 h / 170 - 180 °C

6: 1) NaOMe / 1) methanol, room temp., 30 min, 2) benzene, 50-55 deg C, 30 min

With quinoline; hydrogen; sodium methylate; silica gel; potassium carbonate; potassium iodide; sodium thioethylate; palladium on activated charcoal; palladium on barium sulfate; In N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; ethyl acetate; acetone; benzene;

DOI:10.1016/0031-9422(91)84129-G

Reference yield:

dihydropinosylvin monomethyl ether (17635-59-5) → 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman (78916-45-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 919.1 mg / KI, K₂CO₃ / acetone / 43 h / 80 °C

2: 84.5 percent / H₂, quinoline / Pd-BaSO₄ / ethyl acetate

3: 13.5 percent / silica gel / hexane; benzene / 12 h / Ambient temperature; or in xylene at 130 deg C, 16 h

4: 17.7 percent / EtSNa / hexamethylphosphoric acid triamide / 5 h / 170 - 180 °C

5: 1) NaOMe / 1) methanol, room temp., 30 min, 2) benzene, 50-55 deg C, 30 min

With quinoline; hydrogen; sodium methylate; silica gel; potassium carbonate; potassium iodide; sodium thioethylate; palladium on barium sulfate; In N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; ethyl acetate; acetone; benzene;

DOI:10.1016/0031-9422(91)84129-G

upstream raw materials:

dihydropinosylvin

3-methyl-2-buten-1-ol

1,5-Dimethoxy-2-(3-methyl-but-2-enyl)-3-phenethyl-benzene

3,5-dimethoxybenzaldehdye

Downstream raw materials:

2,2-dimethyl-7-methoxy-5-(2-phenylethyl)chroman

Refernces

• 1、 Asakawa, Yoshinori,Kondo, Keiko,Tori, Motoo,Hashimoto, Toshihiro,Ogawa, Shunichi. "PRENYL BIBENZYLS FROM THE LIVERWORT RADULA KOJANA". . p. 219 - 234. Retrieved 2007/10/02.