2-(Chloromethyl)-1-methyl-4-phenylpiperidine hydrochloride

Base Information

• Chemical Name: 2-(Chloromethyl)-1-methyl-4-phenylpiperidine hydrochloride
• CAS No.: 62114-70-9
• Molecular Formula: C13H18ClN
• Molecular Weight: 223.7417
• DSSTox Substance ID: DTXSID70977710
• Mol file: 62114-70-9.mol

Synonyms:2-(Chloromethyl)-1-methyl-4-phenylpiperidine hydrochloride;62114-70-9;Piperidine, 2-(chloromethyl)-1-methyl-4-phenyl-, hydrochloride;2-(chloromethyl)-1-methyl-4-phenylpiperidine;C13H18ClN.ClH;DTXSID70977710;LS-114807

Chemical Property of 2-(Chloromethyl)-1-methyl-4-phenylpiperidine hydrochloride

Chemical Property:

• Vapor Pressure: 0.00048mmHg at 25°C
• Boiling Point: 314°Cat760mmHg
• Flash Point: 143.7°C
• Density: 1.044g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.1127773
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1CCl)C2=CC=CC=C2

Technology Process of 2-(Chloromethyl)-1-methyl-4-phenylpiperidine hydrochloride

There total 9 articles about 2-(Chloromethyl)-1-methyl-4-phenylpiperidine hydrochloride 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: 92.0%

N-chloro N-methyl phenyl-3 hexene-5 yl amine (65559-67-3) → chloromethyl-2 methyl-1 phenyl-4 piperidine (62114-70-9)

Guidance literature:

With titanium(III) chloride; In water; acetic acid; at -10 ℃;

DOI:10.1016/S0040-4020(01)92354-3

Reference yield:

diethyl malonyl-1 phenyl-1 butene-3 (62114-59-4) → chloromethyl-2 methyl-1 phenyl-4 piperidine (62114-70-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / NaCl / dimethylsulfoxide; H₂O / 7 h / 200 °C

2: CH₃ONa / methanol / 96 h

3: 80 percent / LiAlH₄ / diethyl ether / 15 h / Heating

4: 1 M NaOCl / CH₂Cl₂ / 1.5 h

5: 92 percent / 15 percent TiCl₃ / acetic acid; H₂O / -10 °C

With sodium hypochlorite; lithium aluminium tetrahydride; titanium(III) chloride; sodium methylate; sodium chloride; In methanol; diethyl ether; dichloromethane; water; acetic acid; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)92354-3

Reference yield:

benzaldehyde (100-52-7) → chloromethyl-2 methyl-1 phenyl-4 piperidine (62114-70-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 90 percent / piperidine / benzene / Heating

2: 1.) Zn, dibromoethane / 1.) THF, 70 deg C, 15 deg C, 2 h; 2.) THF, roomtemperature, 15 h

3: 85 percent / NaCl / dimethylsulfoxide; H₂O / 7 h / 200 °C

4: CH₃ONa / methanol / 96 h

5: 80 percent / LiAlH₄ / diethyl ether / 15 h / Heating

6: 1 M NaOCl / CH₂Cl₂ / 1.5 h

7: 92 percent / 15 percent TiCl₃ / acetic acid; H₂O / -10 °C

With piperidine; sodium hypochlorite; lithium aluminium tetrahydride; titanium(III) chloride; 1,1-Dibromoethane; sodium methylate; sodium chloride; zinc; In methanol; diethyl ether; dichloromethane; water; acetic acid; dimethyl sulfoxide; benzene;

DOI:10.1016/S0040-4020(01)92354-3

upstream raw materials:

N-chloro N-methyl phenyl-3 hexene-5 yl amine

3-phenylhex-5-enoic acid

N-methyl-3-phenyl-5-hexenamide

phenyl-3 hexene-5 oate d'ethyle

Downstream raw materials:

methyl-1 piperidinomethyl-2 phenyl-4 piperidine

hydroxymethyl-2 methyl-1 phenyl-4 piperidine

hydroxymethyl-2 methyl-1 phenyl-4 piperidine

methoxymethyl-2 methyl-1 phenyl-4 piperidine