5-benzyl-10,11-dihydrodibenz[b,f]azepine-2-carbaldehyde

Base Information

• Chemical Name: 5-benzyl-10,11-dihydrodibenz[b,f]azepine-2-carbaldehyde
• CAS No.: 25960-90-1
• Molecular Formula: C₂₂H₁₉NO
• Molecular Weight: 313.399
• Mol file: 25960-90-1.mol

Synonyms:

Chemical Property of 5-benzyl-10,11-dihydrodibenz[b,f]azepine-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-benzyl-10,11-dihydrodibenz[b,f]azepine-2-carbaldehyde

There total 1 articles about 5-benzyl-10,11-dihydrodibenz[b,f]azepine-2-carbaldehyde 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:

→ 5-benzyl-10,11-dihydrodibenz[b,f]azepine-2-carbaldehyde (25960-90-1)

Guidance literature:

entspr. 5-Benzylazepin, Dimethylformamid/POCl3;

Reference yield:

5-benzyl-10,11-dihydrodibenz[b,f]azepine-2-carbaldehyde (25960-90-1) → 4-[2-[[8-(2-methyl)propyl-10,11-dihydrodibenz[b,f]azepin-2-yl]carboxamido]phenoxy]butyric acid

Guidance literature:

Multi-step reaction with 9 steps

1.1: tetrahydrofuran / 1 h / -50 °C

2.1: MnO₂ / toluene / 3 h / Heating

3.1: 100 percent / Et₃SiH; TFA / 1 h

4.1: POCl₃ / 1,2-dichloro-ethane / 1 h / 25 °C

4.2: 74 percent / 1,2-dichloro-ethane / 2 h / 60 °C

5.1: 74 percent / KOH; iodine / 24 h / 0 - 5 °C

6.1: 59 percent / aq. NaOH / ethanol

7.1: 62 percent / H₂ / 5 percent Pd/C / ethyl acetate; acetic acid / 48 h / 25 °C

8.1: 2-chloro-1-methylpyridinium iodide; NBu₃ / CH₂Cl₂ / 1 h / Heating

9.1: aq. NaOH / ethanol / 1 h / 50 °C

With triethylsilane; manganese(IV) oxide; potassium hydroxide; sodium hydroxide; tributyl-amine; 2-chloro-1-methyl-pyridinium iodide; hydrogen; iodine; trifluoroacetic acid; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; ethyl acetate; 1,2-dichloro-ethane; toluene; 1.1: Grignard reaction / 2.1: Oxidation / 3.1: Reduction / 4.1: phosphorylation / 4.2: Formylation / 5.1: Oxidation / 6.1: Hydrolysis / 7.1: Hydrogenolysis / 8.1: Condensation / 9.1: Hydrolysis;

DOI:10.1248/cpb.48.552

Reference yield:

5-benzyl-10,11-dihydrodibenz[b,f]azepine-2-carbaldehyde (25960-90-1) → 4-{2-[(8-isobutyl-10,11-dihydro-5H-dibenzo[b,f]azepine-2-carbonyl)-amino]-phenoxy}-butyric acid ethyl ester

Guidance literature:

Multi-step reaction with 8 steps

1.1: tetrahydrofuran / 1 h / -50 °C

2.1: MnO₂ / toluene / 3 h / Heating

3.1: 100 percent / Et₃SiH; TFA / 1 h

4.1: POCl₃ / 1,2-dichloro-ethane / 1 h / 25 °C

4.2: 74 percent / 1,2-dichloro-ethane / 2 h / 60 °C

5.1: 74 percent / KOH; iodine / 24 h / 0 - 5 °C

6.1: 59 percent / aq. NaOH / ethanol

7.1: 62 percent / H₂ / 5 percent Pd/C / ethyl acetate; acetic acid / 48 h / 25 °C

8.1: 2-chloro-1-methylpyridinium iodide; NBu₃ / CH₂Cl₂ / 1 h / Heating

With triethylsilane; manganese(IV) oxide; potassium hydroxide; sodium hydroxide; tributyl-amine; 2-chloro-1-methyl-pyridinium iodide; hydrogen; iodine; trifluoroacetic acid; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; ethyl acetate; 1,2-dichloro-ethane; toluene; 1.1: Grignard reaction / 2.1: Oxidation / 3.1: Reduction / 4.1: phosphorylation / 4.2: Formylation / 5.1: Oxidation / 6.1: Hydrolysis / 7.1: Hydrogenolysis / 8.1: Condensation;

DOI:10.1248/cpb.48.552

Downstream raw materials:

5-benzyl-2-isobutyl-10,11-dihydrodibenz[b,f]azepine

1-(5-benzyl-10,11-dihydro-5H-dibenzo[b,f]azepin-2-yl)-2-methyl-propan-1-one

5-benzyl-8-isobutyl-10,11-dihydro-5H-dibenzo[b,f]azepine-2-carbaldehyde

5-benzyl-8-isobutyl-10,11-dihydro-5H-dibenzo[b,f]azepine-2-carboxylic acid methyl ester