1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one

Base Information

• Chemical Name: 1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one
• CAS No.: 185760-64-9
• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.306
• Mol file: 185760-64-9.mol

Synonyms:1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one

Chemical Property of 1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one

There total 9 articles about 1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one 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: 84.0%

2-[2-(2'-methoxyphenyl)-ethyl]-2-cyclohexen-1-one (185760-63-8) → 1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one (185760-64-9)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In methanol; at 10 - 15 ℃; for 0.5h;

DOI:10.1016/S0040-4020(96)00927-1

Reference yield:

1-(2-bromoethyl)-2-methoxybenzene (36449-75-9) → 1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one (185760-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) ammonia, sodium, 2.) aq. HCl, hydroquinone / 1.) THF, -60 deg C, 20 min, 2.) 1,2-dichloroethane, reflux, 30 min

2: 84 percent / aq. sodium hydroxide, 30percent aq. hydrogen peroxide / methanol / 0.5 h / 10 - 15 °C

With hydrogenchloride; sodium hydroxide; ammonia; dihydrogen peroxide; sodium; hydroquinone; In methanol;

DOI:10.1016/S0040-4020(96)00927-1

Reference yield:

ortho-anisaldehyde (135-02-4) → 1-[2-(2-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one (185760-64-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) Mg / 1.) THF, 2.) THF, RT, 3 h

2: 76 percent / lithium aluminium, aluminium chloride / diethyl ether / 16 h / Heating

3: 1.) NCS, 2.) cupric oxide, cupric chloride dihydrate, water / 1.) CCl₄, RT, 4 h, 2.) CCl₄, acetone, reflux, 20 min

4: 1.) magnesium / 1.) THF, RT, 2.) THF, RT, 2 h

5: 78 percent / celite, PCC / CH₂Cl₂ / 5 h

6: 1.) NCS, 2.) water, cupric oxide, cupric chloride dihydrate / 1.) CCl₄, RT, 4 h, 2.) CCl₄, acetone, reflux, 30 min

7: aq. perchloric acid / tetrahydrofuran / Heating

8: 84 percent / aq. sodium hydroxide, 30percent aq. hydrogen peroxide / methanol / 0.5 h / 10 - 15 °C

With sodium hydroxide; N-chloro-succinimide; aluminium trichloride; perchloric acid; Celite; lithium aluminium; water; dihydrogen peroxide; magnesium; pyridinium chlorochromate; copper(II) oxide; copper dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(96)00927-1

upstream raw materials:

2-[2-(2'-methoxyphenyl)-ethyl]-2-cyclohexen-1-one

1-(2-bromoethyl)-2-methoxybenzene

ortho-anisaldehyde

4-(2-methoxyphenyl)butanal