2-[(4-Hydroxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-one--hydrogen chloride (1/1)

Base Information

• Chemical Name: 2-[(4-Hydroxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-one--hydrogen chloride (1/1)
• CAS No.: 111897-02-0
• Molecular Formula: C14H17 N O2 . Cl H
• Molecular Weight: 267.7512
• DSSTox Substance ID: DTXSID90920602
• Mol file: 111897-02-0.mol

Synonyms:111897-02-0;DTXSID90920602;AKOS024325342;SR-01000496155;SR-01000496155-1;2-[(4-Hydroxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-one--hydrogen chloride (1/1)

Chemical Property of 2-[(4-Hydroxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-one--hydrogen chloride (1/1)

Chemical Property:

• Vapor Pressure: 4.12E-07mmHg at 25°C
• Boiling Point: 404.2°Cat760mmHg
• Flash Point: 198.3°C
• Density: g/cm³
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 267.1026065
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CCC1C(=O)C2CC3=CC=C(C=C3)O.Cl

Technology Process of 2-[(4-Hydroxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-one--hydrogen chloride (1/1)

There total 4 articles about 2-[(4-Hydroxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-one--hydrogen chloride (1/1) 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: 79.0%

2-(4-Benzyloxybenzyl)-3-oxoquinuclidine (111896-95-8) → 2-(4-Oxybenzyl)-3-oxoquinuclidine hydrochloride (111897-02-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; at 20 ℃;

DOI:10.1007/BF00758757

Reference yield:

3-Quinuclidinone (3731-38-2) → 2-(4-Oxybenzyl)-3-oxoquinuclidine hydrochloride (111897-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / NaOH / ethanol / 1.) reflux, 2.5 h, 2.) 20 deg, 16 h

2: H₂, HCl / Pd/C / methanol / 20 °C

3: 79 percent / H₂, HCl / Pd/C / methanol / 20 °C

With hydrogenchloride; sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1007/BF00758757

Reference yield:

p-benzyloxybenzaldehyde (4397-53-9) → 2-(4-Oxybenzyl)-3-oxoquinuclidine hydrochloride (111897-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / NaOH / ethanol / 1.) reflux, 2.5 h, 2.) 20 deg, 16 h

2: H₂, HCl / Pd/C / methanol / 20 °C

3: 79 percent / H₂, HCl / Pd/C / methanol / 20 °C

With hydrogenchloride; sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1007/BF00758757

upstream raw materials:

2-(4-Benzyloxybenzyl)-3-oxoquinuclidine

3-Quinuclidinone

p-benzyloxybenzaldehyde

2-(4-Benzyloxyphenylmethylene)-3-oxoquinuclidine

Refernces