4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde

Base Information

Chemical Name:4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde
CAS No.:135427-12-2
Molecular Formula:C₂₄H₂₂FNO
Molecular Weight:359.443
Hs Code.:

Synonyms:4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde

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Chemical Property of 4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde

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Technology Process of 4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde

There total 6 articles about 4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde 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: 89.0%

: 135454-77-2
4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine-3-methanol

: 135427-12-2
4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1021/jm00113a019

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 135427-12-2
4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: piperidine, HOAc / benzene / 22 h / Heating

2: 1.) LiN(TMS)2 / 1.) THF, -78 deg C, 1 h, 2.) THF, 1.5 h

3: NH₄OAc, Cu(OAc)2 / acetic acid / 24 h / Heating

4: LiAlH₄ / tetrahydrofuran / 6 h / Ambient temperature

5: 89 percent / oxalyl chloride, DMSO / CH₂Cl₂; tetrahydrofuran / 0.25 h / -78 °C

With piperidine; lithium aluminium tetrahydride; copper diacetate; oxalyl dichloride; ammonium acetate; acetic acid; dimethyl sulfoxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; acetic acid; benzene;
DOI:10.1021/jm00113a019

Reference yield:

: 137586-44-8
4-(4-Fluoro-phenyl)-2-isopropyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-b]pyridine-3-carboxylic acid ethyl ester

: 135427-12-2
4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine-3-carboxaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 6 h / Ambient temperature

2: 89 percent / oxalyl chloride, DMSO / CH₂Cl₂; tetrahydrofuran / 0.25 h / -78 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00113a019