4-(1-Propyl-3-piperidinyl)-1,2-benzenediol hydrobromide

Base Information

• Chemical Name: 4-(1-Propyl-3-piperidinyl)-1,2-benzenediol hydrobromide
• CAS No.: 62033-50-5
• Molecular Formula: C14H22BrNO2
• Molecular Weight: 316.234
• DSSTox Substance ID: DTXSID10977577
• ChEMBL ID: CHEMBL544946
• Mol file: 62033-50-5.mol

Synonyms:4-(1-Propyl-3-piperidinyl)-1,2-benzenediol hydrobromide;N-Propyl-3-(3',4'-dihydroxyphenyl)piperidine hydrobromide;1,2-Benzenediol, 4-(1-propyl-3-piperidinyl)-, hydrobromide;62033-50-5;C14H21NO2.BrH;CHEMBL544946;SCHEMBL11625152;DTXSID10977577;MGQCEDFCXUPVBL-UHFFFAOYSA-N;LS-30026;N-propyl-3-(3',4'-dihydroxyphenyl)-piperidine hydrobromide;4-(1-Propylpiperidin-3-yl)benzene-1,2-diol--hydrogen bromide (1/1)

Chemical Property of 4-(1-Propyl-3-piperidinyl)-1,2-benzenediol hydrobromide

Chemical Property:

• Vapor Pressure: 2.24E-06mmHg at 25°C
• Boiling Point: 381.9°Cat760mmHg
• Flash Point: 190.3°C
• Density: g/cm³
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 315.08339
• Heavy Atom Count: 18
• Complexity: 234

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCN1CCCC(C1)C2=CC(=C(C=C2)O)O.Br

Technology Process of 4-(1-Propyl-3-piperidinyl)-1,2-benzenediol hydrobromide

There total 7 articles about 4-(1-Propyl-3-piperidinyl)-1,2-benzenediol hydrobromide 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: 85.0%

3-(3,4-dimethoxyphenyl)-1-propylpiperidine (62033-61-8) → 3-(3,4-dihydroxyphenyl)-N-n-propylpiperidine (62033-50-5)

Guidance literature:

With hydrogen bromide; at 120 ℃; for 2h;

DOI:10.1021/jm00144a021

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) → 3-(3,4-dihydroxyphenyl)-N-n-propylpiperidine (62033-50-5)

Guidance literature:

Multi-step reaction with 5 steps

1: dichlorobis(triphenylphosphine)nickel(II) / tetrahydrofuran / 24 h / Ambient temperature

2: H₂, conc. HCl / PtO₂ / methanol / 2585.7 Torr

3: Et₃N / toluene / 0.5 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 3 h / Heating

5: 85 percent / 48percent aq. HBr / 2 h / 120 °C

With hydrogenchloride; bis(triphenylphosphine)nickel(II) chloride; lithium aluminium tetrahydride; hydrogen bromide; hydrogen; triethylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm00144a021

Reference yield:

3,4-dimethoxyphenylmagnesium bromide (89980-69-8) → 3-(3,4-dihydroxyphenyl)-N-n-propylpiperidine (62033-50-5)

Guidance literature:

Multi-step reaction with 5 steps

1: dichlorobis(triphenylphosphine)nickel(II) / tetrahydrofuran / 24 h / Ambient temperature

2: H₂, conc. HCl / PtO₂ / methanol / 2585.7 Torr

3: Et₃N / toluene / 0.5 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 3 h / Heating

5: 85 percent / 48percent aq. HBr / 2 h / 120 °C

With hydrogenchloride; bis(triphenylphosphine)nickel(II) chloride; lithium aluminium tetrahydride; hydrogen bromide; hydrogen; triethylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm00144a021

upstream raw materials:

(+/-)-3-PPP hydrobromide

3-(3,4-dimethoxyphenyl)-1-propylpiperidine

3-Bromopyridine

3-(3,4-dimethoxy-phenyl)-piperidine