3-Hydroxy-1-methylpiperidine

Base Information

• Chemical Name: 3-Hydroxy-1-methylpiperidine
• CAS No.: 3554-74-3
• Deprecated CAS: 97275-25-7
• Molecular Formula: C6H13NO
• Molecular Weight: 115.175
• Hs Code.: 29333990
• European Community (EC) Number: 222-609-2
• NSC Number: 68348
• DSSTox Substance ID: DTXSID90883920
• Nikkaji Number: J185F
• ChEMBL ID: CHEMBL21531
• Mol file: 3554-74-3.mol

Synonyms:3-Hydroxy-1-methylpiperidine;1-Methylpiperidin-3-ol;3554-74-3;1-Methyl-3-piperidinol;N-Methyl-3-piperidinol;3-Piperidinol, 1-methyl-;3-Hydroxy-N-methylpiperidine;1-Methyl-3-hydroxypiperidine;N-Methyl-3-hydroxypiperidine;CHEMBL21531;EINECS 222-609-2;NSC 68348;N-Methyl-3-hydroxy piperidine;NSC68348;N-methylpiperidin-3-ol;1-Methyl-piperidin-3-ol;SCHEMBL10217;3-hydroxy-N-methyl piperidine;(rac)-1-methylpiperidin-3-ol;N-Methyl-3-piperidinol, 98%;UKANCZCEGQDKGF-UHFFFAOYSA-;DTXSID90883920;3-Hydroxy-1-methylpiperidine, 98%;BBL027590;BDBM50561632;MFCD00006495;NSC-68348;STK802160;AKOS000120191;AKOS016340219;LF-0534;PB17042;PB31692;PB31843;BB 0267157;CS-0052423;FT-0615852;M0861;A822864;J-512613

Chemical Property of 3-Hydroxy-1-methylpiperidine

Chemical Property:

• Vapor Pressure: 0.312mmHg at 25°C
• Refractive Index: n20/D 1.475
• Boiling Point: 177.572 °C at 760 mmHg
• PKA: 14.95±0.20(Predicted)
• Flash Point: 70 °C
• PSA: 23.47000
• Density: 1.006 g/cm³
• LogP: 0.01080
• Water Solubility.: Fully misicible in water.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.099714038
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxy-1-methylpiperidine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-6/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1CCCC(C1)O
• Uses: Reactant for:? ;Optimization of Novobiocin scaffold to produce antitumor agents1? ;Formation of carbamates and N-alkylimidazoles2Reactant for synthesis of:? ;Pyridine derivatives as CDK5 inhibitors3? ;Phenylcarbamate derivatives as ligands for nicotinic acetylcholine receptors4? ;Amino phosphite ligands5? ;Mexiletine enantiomers by nucleophilic aromatic substitution6 Reactant for Optimization of Novobiocin scaffold to produce antitumor agents, Formation of carbamates and N-alkylimidazoles. Reactant for synthesis of Pyridine derivatives as CDK5 inhibitors Phenylcarbamate derivatives as ligands for nicotinic acetylcholine receptors, Amino phosphite ligands, Mexiletine enantiomers by nucleophilic aromatic substitution. Reactant for:Optimization of Novobiocin scaffold to produce antitumor agentsFormation of carbamates and N-alkylimidazolesReactant for synthesis of:Pyridine derivatives as CDK5 inhibitorsPhenylcarbamate derivatives as ligands for nicotinic acetylcholine receptorsAmino phosphite ligandsMexiletine enantiomers by nucleophilic aromatic substitution

Technology Process of 3-Hydroxy-1-methylpiperidine

There total 9 articles about 3-Hydroxy-1-methylpiperidine 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:

pyridostigmine bromide (101-26-8) → 3-Hydroxy-1-methylpiperidine (3554-74-3) + 1-methyl-3-piperidone (5519-50-6) + Dimethyl-carbamic acid 1-methyl-1,2,3,6-tetrahydro-pyridin-3-yl ester + 3-<(N,N-dimethyl)-carbamoyl>-1-methyl-1,2,5,6-tetrahydropyridine + 3-dimethylcarbamoyloxy-1-methyl-piperidine (6659-30-9)

Guidance literature:

With sodium tetrahydroborate; Product distribution; different pH, temperature, time and solvents;

Reference yield:

3-hydroxy-1-methylpyridin-1-ium bromide (31034-86-3) → 3-Hydroxy-1-methylpiperidine (3554-74-3)

Guidance literature:

With water; nickel; at 150 ℃; under 92673.9 Torr; Hydrogenation;

Reference yield:

→ 3-Hydroxy-1-methylpiperidine (3554-74-3)

Guidance literature:

With hydrogen bromide; acetic acid; at 100 - 105 ℃; Erhitzen des Reaktionsprodukts mit Kalilauge;

DOI:10.1021/ja01126a039

upstream raw materials:

3-hydroxy-1-methylpyridin-1-ium bromide

1-methyl-pyridinium-3-olate

pyridostigmine bromide

formaldehyd

Downstream raw materials:

diphenylacetic acid-(1-methyl-[3]piperidyl ester)

6-Methoxy-2-(4-methoxyphenyl)-3-(4-[1-methylpiperidin-3-oxy]benzoyl)benzo[b]thiophene

1-methyl-3-piperidyl 1,2-benzisoxazole-3-acetate hydrobromide

(N->B)-diphenyl(1-methyl-3-piperidyloxy)borane

Refernces

• 1、 Horstmann, Volker,Haefelinger, Guenter. "Determination of the Structure of Products of the Reduction of Pyridostigmine with NaBH4". . p. 1401 - 1408. Retrieved 2007/10/02.
• 2、 Mathison,Fowler,Peters. "New compounds: N,N-dimethyl-(3-1-alkylipiperidyl))carbamates, potential cholinesterase inhibitors.". . p. 158 - 160. Retrieved 2007/10/04.