4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1159998-31-8
• Molecular Formula: C₁₆H₁₂F₅N
• Molecular Weight: 313.27

Synonyms:4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property of 4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

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Technology Process of 4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

There total 5 articles about 4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline 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-benzyl-4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1159998-12-5) → 4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1159998-31-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 4h;

Reference yield:

N-(4-(trifluoromethyl)benzylidene)phenylmethanamine (79128-82-8) → 4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1159998-31-8)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / 3.5 h / 20 °C

2: N-fluorobis(benzenesulfon)imide; lithium hexamethyldisilazane / tetrahydrofuran; ethylbenzene / 1.5 h / -78 °C

3: borane-THF / tetrahydrofuran / 5 h / Reflux

4: palladium 10% on activated carbon; hydrogen / ethanol / 4 h / 20 °C / 760.05 Torr

With borane-THF; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; N-fluorobis(benzenesulfon)imide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; ethylbenzene;

DOI:10.1021/jm401955h

Reference yield:

4-Trifluoromethylbenzaldehyde (455-19-6) → 4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1159998-31-8)

Guidance literature:

Multi-step reaction with 5 steps

1: dichloromethane / 72 h / 20 °C / Molecular sieve; Inert atmosphere

2: toluene-4-sulfonic acid / 3.5 h / 20 °C

3: N-fluorobis(benzenesulfon)imide; lithium hexamethyldisilazane / tetrahydrofuran; ethylbenzene / 1.5 h / -78 °C

4: borane-THF / tetrahydrofuran / 5 h / Reflux

5: palladium 10% on activated carbon; hydrogen / ethanol / 4 h / 20 °C / 760.05 Torr

With borane-THF; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; N-fluorobis(benzenesulfon)imide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; ethylbenzene;

DOI:10.1021/jm401955h

upstream raw materials:

2-benzyl-4,4-difluoro-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

N-(4-(trifluoromethyl)benzylidene)phenylmethanamine

4-Trifluoromethylbenzaldehyde

2-benzyl-1-(4-(trifluoromethyl)phenyl)-1,2-dihydroisoquinolin-3(4H)-one

Downstream raw materials:

4,4-trifluoro-N-(4-fluorophenyl)-1-(4-(trifluoromethyl)-phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

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