3-(6,9-dimethyl-6-azabicyclo[3.3.1]non-1-yl)phenol

Base Information

• Chemical Name: 3-(6,9-dimethyl-6-azabicyclo[3.3.1]non-1-yl)phenol
• CAS No.: 88550-29-2
• Molecular Formula: C₁₆H₂₃NO
• Molecular Weight: 245.365
• Mol file: 88550-29-2.mol

Synonyms:Phenol,3-(2,9-dimethyl-2-azabicyclo[3.3.1]non-5-yl)-, anti- (9CI); Phenol,3-(2,9-dimethyl-2-azabicyclo[3.3.1]non-5-yl)-, anti-(?à)-; 2-Azabicyclo[3.3.1]nonane,phenol deriv.; NIH 9955

Chemical Property of 3-(6,9-dimethyl-6-azabicyclo[3.3.1]non-1-yl)phenol

Chemical Property:

• Vapor Pressure: 5.93E-06mmHg at 25°C
• Boiling Point: 368.6°C at 760 mmHg
• Flash Point: 171.2°C
• PSA: 23.47000
• Density: 1.07g/cm³
• LogP: 3.09200

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(6,9-dimethyl-6-azabicyclo[3.3.1]non-1-yl)phenol

There total 7 articles about 3-(6,9-dimethyl-6-azabicyclo[3.3.1]non-1-yl)phenol 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:

1,3-dimethyl-4-piperidinone (4629-80-5) → N-methyl-9α-methyl-5-(3-hydroxyphenyl)morphan (88550-29-2,88550-30-5,88550-32-7)

Guidance literature:

Multi-step reaction with 5 steps

1: H₃PO₄ / 100 °C

2: n-BuLi / tetrahydrofuran

3: H₃PO₄, HCO₂H

4: NaBH(OAc)3 / acetic acid

5: HBr / acetic acid

With n-butyllithium; formic acid; phosphoric acid; hydrogen bromide; sodium tris(acetoxy)borohydride; In tetrahydrofuran; acetic acid;

DOI:10.1016/S0040-4039(98)02402-2

Reference yield:

m-methoxyphenyllithium (31600-88-1) → N-methyl-9α-methyl-5-(3-hydroxyphenyl)morphan (88550-29-2,88550-30-5,88550-32-7)

Guidance literature:

Multi-step reaction with 5 steps

1: H₃PO₄ / 100 °C

2: n-BuLi / tetrahydrofuran

3: H₃PO₄, HCO₂H

4: NaBH(OAc)3 / acetic acid

5: HBr / acetic acid

With n-butyllithium; formic acid; phosphoric acid; hydrogen bromide; sodium tris(acetoxy)borohydride; In tetrahydrofuran; acetic acid;

DOI:10.1016/S0040-4039(98)02402-2

Reference yield:

1,3-dimethyl-4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine (123004-53-5) → N-methyl-9α-methyl-5-(3-hydroxyphenyl)morphan (88550-29-2,88550-30-5,88550-32-7)

Guidance literature:

Multi-step reaction with 4 steps

1: n-BuLi / tetrahydrofuran

2: H₃PO₄, HCO₂H

3: NaBH(OAc)3 / acetic acid

4: HBr / acetic acid

With n-butyllithium; formic acid; phosphoric acid; hydrogen bromide; sodium tris(acetoxy)borohydride; In tetrahydrofuran; acetic acid;

DOI:10.1016/S0040-4039(98)02402-2

upstream raw materials:

1,3-dimethyl-4-piperidinone

m-methoxyphenyllithium

1,3-dimethyl-4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine

1,2,3,4-tetrahydro-4-allyl-1,5-dimethyl-4-(3-methoxyphenyl)pyridine

Downstream raw materials:

(-)-2,9α-dimethyl-5-(m-hydroxyphenyl)morphan

(+)-2,9α-dimethyl-5-(m-hydroxyphenyl)morphan