5,6,7,10-Tetrahydro-6,6-dimethyl-4H-benzo[5,6]cyclohepta[1,2-b]furan

Base Information

• Chemical Name: 5,6,7,10-Tetrahydro-6,6-dimethyl-4H-benzo[5,6]cyclohepta[1,2-b]furan
• CAS No.: 56881-48-2
• Molecular Formula: C15H18O
• Molecular Weight: 214.3
• Mol file: 56881-48-2.mol

Synonyms:Pallescensin F;8,8-Dimethyl-7,8,9,10-tetrahydro-4H-3-oxa-benzo[f]azulene;

Chemical Property of 5,6,7,10-Tetrahydro-6,6-dimethyl-4H-benzo[5,6]cyclohepta[1,2-b]furan

Chemical Property:

• Boiling Point: 315.0±11.0 °C(Predicted)
• PSA: 13.14000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 4.05100

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,6,7,10-Tetrahydro-6,6-dimethyl-4H-benzo[5,6]cyclohepta[1,2-b]furan

There total 9 articles about 5,6,7,10-Tetrahydro-6,6-dimethyl-4H-benzo[5,6]cyclohepta[1,2-b]furan 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: 75.0%

pallescencin G (56881-49-3,85921-97-7) → pallescencin F (56881-48-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; for 1h; Heating;

DOI:10.1246/bcsj.56.491

Reference yield:

(+/-)-pallescensin 1 (82043-26-3) → pallescencin F (56881-48-2)

Guidance literature:

Multi-step reaction with 9 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 - 5 °C

2: lithium diethylamide / tetrahydrofuran / 3 h / Heating

3: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 3 h / Ambient temperature

4: 79 percent / 85percent phosphoric acid / tetrahydrofuran / 10 h / Ambient temperature

5: 1.) lithium diisopropylamide / 1.) THF, -70 deg C, 10 min, 2.) THF, -70 deg C, 10 min

6: 69 percent / 30percent hydrogen peroxide / tetrahydrofuran / 1.5 h / Ambient temperature

7: lithium aluminium hydride / diethyl ether / 0.5 h / 0 - 5 °C

8: hexamethylphosphoric triamide / 1 h / 200 - 210 °C

9: 75 percent / hexamethylphosphoric triamide / 1 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; phosphoric acid; lithium diethylamide; dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1246/bcsj.56.491

Reference yield:

2-(2-Furan-3-yl-ethyl)-1,3,3-trimethyl-7-oxa-bicyclo[4.1.0]heptane (85867-72-7) → pallescencin F (56881-48-2)

Guidance literature:

Multi-step reaction with 8 steps

1: lithium diethylamide / tetrahydrofuran / 3 h / Heating

2: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 3 h / Ambient temperature

3: 79 percent / 85percent phosphoric acid / tetrahydrofuran / 10 h / Ambient temperature

4: 1.) lithium diisopropylamide / 1.) THF, -70 deg C, 10 min, 2.) THF, -70 deg C, 10 min

5: 69 percent / 30percent hydrogen peroxide / tetrahydrofuran / 1.5 h / Ambient temperature

6: lithium aluminium hydride / diethyl ether / 0.5 h / 0 - 5 °C

7: hexamethylphosphoric triamide / 1 h / 200 - 210 °C

8: 75 percent / hexamethylphosphoric triamide / 1 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; phosphoric acid; lithium diethylamide; dihydrogen peroxide; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1246/bcsj.56.491

upstream raw materials:

pallescencin G

(+/-)-pallescensin 1

2-(2-Furan-3-yl-ethyl)-1,3,3-trimethyl-7-oxa-bicyclo[4.1.0]heptane

3-<2-(2-furyl)ethyl>-4,4-dimethyl-2-methylenecyclohexanone

Refernces