3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene

Base Information

• Chemical Name: 3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene
• CAS No.: 113748-78-0
• Molecular Formula: C₂₇H₂₉NO
• Molecular Weight: 383.533
• Mol file: 113748-78-0.mol

Synonyms:3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene

Chemical Property of 3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene

There total 7 articles about 3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene 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:

2-methoxy-6,7,8,9-tetrahydro-benzocyclohepten-5-one (6500-65-8) → 3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene (113748-78-0)

Guidance literature:

Multi-step reaction with 6 steps

1: tetrahydrofuran; diethyl ether / 20 h

2: aq. HCl / ethanol / 4 h / Heating

3: pyridine hydrobromide perbromide / CH₂Cl₂ / 3 h

4: Pd(PPh₃)4 / tetrahydrofuran; diethyl ether; cyclohexane / 2 h / Heating

5: pyridine hydrochloride / 2 h / 200 °C

6: 1.) NaH / 1) DMF, 25 --> 65 deg C; 2) DMF, 1 h, 65 deg C

With hydrogenchloride; pyridine hydrochloride; pyridinium hydrobromide perbromide; sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; cyclohexane;

DOI:10.1021/jm00402a005

Reference yield:

phenylmagnesium bromide → 3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene (113748-78-0)

Guidance literature:

Multi-step reaction with 6 steps

1: tetrahydrofuran; diethyl ether / 20 h

2: aq. HCl / ethanol / 4 h / Heating

3: pyridine hydrobromide perbromide / CH₂Cl₂ / 3 h

4: Pd(PPh₃)4 / tetrahydrofuran; diethyl ether; cyclohexane / 2 h / Heating

5: pyridine hydrochloride / 2 h / 200 °C

6: 1.) NaH / 1) DMF, 25 --> 65 deg C; 2) DMF, 1 h, 65 deg C

With hydrogenchloride; pyridine hydrochloride; pyridinium hydrobromide perbromide; sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; cyclohexane;

DOI:10.1021/jm00402a005

Reference yield:

8-Bromo-3-methoxy-9-phenyl-6,7-dihydro-5H-benzocycloheptene → 3-<2-(dimethylamino)ethoxy>-8,9-diphenyl-6,7-dihydro-5H-benzocycloheptene (113748-78-0)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd(PPh₃)4 / tetrahydrofuran; diethyl ether; cyclohexane / 2 h / Heating

2: pyridine hydrochloride / 2 h / 200 °C

3: 1.) NaH / 1) DMF, 25 --> 65 deg C; 2) DMF, 1 h, 65 deg C

With pyridine hydrochloride; sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; cyclohexane;

DOI:10.1021/jm00402a005

upstream raw materials:

(2-chloroethyl)dimethylamine hydrochloride

5,6-Diphenyl-8,9-dihydro-7H-benzocyclohepten-2-ol

2-methoxy-6,7,8,9-tetrahydro-benzocyclohepten-5-one

3-methoxy-9-phenyl-6,7-dihydro-5H-benzocycloheptene

Refernces