1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone

Base Information

• Chemical Name: 1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone
• CAS No.: 127399-74-0
• Molecular Formula: C₁₈H₁₈O₃
• Molecular Weight: 282.339
• Mol file: 127399-74-0.mol

Synonyms:

Chemical Property of 1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone

There total 8 articles about 1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone 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:

dihydroisoferulic acid (1135-15-5) → 1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone (127399-74-0)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃ / acetone; acetonitrile / 25 h / Heating

2: 1.02 g / KOH / methanol; H₂O / 10 h / 70 °C

3: oxalyl chloride / CH₂Cl₂ / 20 h / 20 °C

4: tetrahydrofuran; hexane; acetonitrile / 4 h

5: 202 mg / rhodium (II) acetate dimer / CH₂Cl₂ / 1 h / Heating

With potassium hydroxide; oxalyl dichloride; potassium carbonate; dirhodium tetraacetate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; acetonitrile;

DOI:10.1016/S0968-0896(03)00394-8

Reference yield:

3-<3-(Benzyloxy)-4-methoxyphenyl>propionic acid (36418-96-9) → 1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone (127399-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride / CH₂Cl₂ / 20 h / 20 °C

2: tetrahydrofuran; hexane; acetonitrile / 4 h

3: 202 mg / rhodium (II) acetate dimer / CH₂Cl₂ / 1 h / Heating

With oxalyl dichloride; dirhodium tetraacetate; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;

DOI:10.1016/S0968-0896(03)00394-8

Reference yield:

isoferulic acid (537-73-5,1135-16-6,25522-33-2) → 1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone (127399-74-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / H₂ / Pd/C / ethyl acetate; methanol / 5 h / 2172.02 Torr

2: K₂CO₃ / acetone; acetonitrile / 25 h / Heating

3: 1.02 g / KOH / methanol; H₂O / 10 h / 70 °C

4: oxalyl chloride / CH₂Cl₂ / 20 h / 20 °C

5: tetrahydrofuran; hexane; acetonitrile / 4 h

6: 202 mg / rhodium (II) acetate dimer / CH₂Cl₂ / 1 h / Heating

With potassium hydroxide; oxalyl dichloride; hydrogen; potassium carbonate; dirhodium tetraacetate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetone; acetonitrile;

DOI:10.1016/S0968-0896(03)00394-8

upstream raw materials:

5-(benzyloxy)-6-methoxy-1-methyleneindan

3-<3-(Benzyloxy)-4-methoxyphenyl>propionic acid

isoferulic acid

dihydroisoferulic acid

Downstream raw materials:

8-(benzyloxy)-9-methoxy-1,4,5,6-tetrahydrobenzoquinolin-3(2H)-one

trans-8-(benzyloxy)-9-methoxy-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline

trans-8-(benzyloxy)-9-methoxy-1,4,4a,5,6,10b-hexahydrobenzoquinolin-3(2H)-one