1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one

Base Information

• Chemical Name: 1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one
• CAS No.: 34603-53-7
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348
• Mol file: 34603-53-7.mol

Synonyms:1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one

Chemical Property of 1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one

There total 18 articles about 1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-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: 88.0%

1-[2-(dimethylamino)ethyl]-4'-methoxy-2,3-dihydro-[1,1′-biphenyl]-4(1H)-one (34603-52-6) → 1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one (34603-53-7,28379-30-8)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0035-1561583

Reference yield: 85.3%

2-dimethylaminomethylcyclohexyl acetate (121537-68-6) → 1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one (34603-53-7,28379-30-8)

Guidance literature:

With hydrogenchloride; In methanol; at 100 ℃; for 4h;

Reference yield:

2-(4'-methoxy-1,2,3,4-tetrahydro-[1,1'-biphenyl]-1-yl)-N,N-dimethylacetamide (67019-55-0) → 1-[2-(dimethylamino)ethyl]-4'-hydroxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one (34603-53-7,28379-30-8)

Guidance literature:

Multi-step reaction with 4 steps

1: dipyridinium dichromate; tert.-butylhydroperoxide / benzene; decane / 18 h / 20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 20 h / 0 °C / Reflux; Inert atmosphere

3: manganese(IV) oxide / dichloromethane / 16 h / 20 °C / Inert atmosphere

4: boron tribromide / dichloromethane / 1 h / -78 °C / Inert atmosphere

With tert.-butylhydroperoxide; manganese(IV) oxide; lithium aluminium tetrahydride; dipyridinium dichromate; boron tribromide; In tetrahydrofuran; decane; dichloromethane; benzene;

DOI:10.1055/s-0035-1561583

upstream raw materials:

2-dimethylaminomethylcyclohexyl acetate

2-[4-(benzyloxy)phenyl]acetaldehyde

4,4-ethylenedioxy-1-(4'-phenylmethoxyphenyl)cyclohexene

5,5-ethylenedioxy-2-(4'-phenylmethoxyphenyl)cyclohexanol