1-Azabicyclo[2.2.1]heptane-4-carbonyl chloride (9CI)

Base Information

• Chemical Name: 1-Azabicyclo[2.2.1]heptane-4-carbonyl chloride (9CI)
• CAS No.: 119103-16-1
• Molecular Formula: C₇H₁₀ClNO
• Molecular Weight: 159.615
• Mol file: 119103-16-1.mol

Synonyms:1-Azabicyclo[2.2.1]heptane-4-carbonyl chloride (9CI)

Chemical Property of 1-Azabicyclo[2.2.1]heptane-4-carbonyl chloride (9CI)

Chemical Property:

• PSA: 20.31000
• LogP: 0.78550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Azabicyclo[2.2.1]heptane-4-carbonyl chloride (9CI)

There total 7 articles about 1-Azabicyclo[2.2.1]heptane-4-carbonyl chloride (9CI) 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:

7-benzyl-7-aza-2-oxaspiro<4.4>nonan-1-one (119102-90-8) → 1-Aza-bicyclo[2.2.1]heptane-4-carbonyl chloride (119103-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HBr gas, 2.) aq. K₂CO₃, 3.) H₂ / 3.) 10percent Pd/C

2: 5 N HCl / 17 h / Heating

3: SOCl₂ / 4 h / Heating

With hydrogenchloride; thionyl chloride; hydrogen bromide; hydrogen; potassium carbonate; palladium on activated charcoal;

DOI:10.1021/jm00091a007

Reference yield:

1-benzylpyrrolidine-3-carboxylic acid methyl ester (17012-21-4) → 1-Aza-bicyclo[2.2.1]heptane-4-carbonyl chloride (119103-16-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) LDA, N,N,N¹,N¹-tetramethylethylenediamine (TMEDA) / 1.) Et₂O, hexane, -65 deg C, 0.25 h, 2.) Et₂O, hexane, a) from -65 deg C to RT, 2 h, b) reflux, 30 min

2: HBr (gas) / 84 h / Ambient temperature

3: aq. K₂CO₃ / 0.17 h

4: H₂ / 10percent Pd/C / ethanol / 40 °C / 760 Torr

5: 6 M HCl / 10 h / Heating

6: SOCl₂ / 4.5 h / Heating

With hydrogenchloride; thionyl chloride; N,N,N,N,-tetramethylethylenediamine; hydrogen bromide; hydrogen; potassium carbonate; lithium diisopropyl amide; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00113a009

Reference yield:

1-Benzyl-4-ethoxycarbonyl-1-azonia-bicyclo[2.2.1]heptane; bromide (119102-91-9) → 1-Aza-bicyclo[2.2.1]heptane-4-carbonyl chloride (119103-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10percent Pd/C / ethanol / 40 °C / 760 Torr

2: 6 M HCl / 10 h / Heating

3: SOCl₂ / 4.5 h / Heating

With hydrogenchloride; thionyl chloride; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00113a009

upstream raw materials:

1-AZABICYCLO[2.2.1]HEPTANE-4-CARBOXYLIC ACID

7-benzyl-7-aza-2-oxaspiro<4.4>nonan-1-one

ethyl 1-azabicyclo[2.2.1]heptane-4-carboxylate hydrobromide

1-benzylpyrrolidine-3-carboxylic acid methyl ester

Downstream raw materials:

4-acetyl-1-azabicyclo[2.2.1]heptane