4-Ethynylpiperidin-4-ol

Base Information

• Chemical Name: 4-Ethynylpiperidin-4-ol
• CAS No.: 134701-51-2
• Molecular Formula: C7H11NO
• Molecular Weight: 125.16834
• DSSTox Substance ID: DTXSID50601086
• Wikidata: Q82497510
• Mol file: 134701-51-2.mol

Synonyms:4-ethynylpiperidin-4-ol;134701-51-2;4-Piperidinol, 4-ethynyl- (9CI);4-ethynyl-4-piperidol;4-Piperidinol, 4-ethynyl-;4-ethynyl-4-hydroxypiperidine;SCHEMBL3172117;DTXSID50601086;GVZFMFFUAZKMOB-UHFFFAOYSA-N;AKOS013567553;SB13806;PS-16762;DB-283880;CS-0353126;E88266;EN300-315808

Chemical Property of 4-Ethynylpiperidin-4-ol

Chemical Property:

• PSA: 32.26000
• LogP: 0.06290
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1(CCNCC1)O

Technology Process of 4-Ethynylpiperidin-4-ol

There total 3 articles about 4-Ethynylpiperidin-4-ol 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: 76.0%

4-hydroxy-4-trimethylsilanylethynylpiperidine-1-carboxylic acid tert-butyl ester (185132-51-8) → 4-ethynylpiperidin-4-ol (134701-51-2)

Guidance literature:

4-hydroxy-4-trimethylsilanylethynylpiperidine-1-carboxylic acid tert-butyl ester; With hydrogenchloride; In methanol; ethyl acetate; at 20 ℃; for 18h;

With sodium hydroxide; In methanol; water; ethyl acetate; at 0 ℃;

With potassium carbonate; In methanol; at 20 ℃; for 18h;

DOI:10.1021/ml3000403

Reference yield:

4-ethynyl-4-hydroxypiperidine-1-carboxylic acid tert-butyl ester (275387-83-2) → 4-ethynylpiperidin-4-ol (134701-51-2)

Guidance literature:

With trifluoroacetic acid; In ethyl acetate; at 0 - 20 ℃; for 3h;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 4-ethynylpiperidin-4-ol (134701-51-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

1.2: 3 h / 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 30 °C

3.1: trifluoroacetic acid / ethyl acetate / 3 h / 0 - 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran; ethyl acetate;

upstream raw materials:

4-hydroxy-4-trimethylsilanylethynylpiperidine-1-carboxylic acid tert-butyl ester

N-tert-butyloxycarbonylpiperidin-4-one

4-ethynyl-4-hydroxypiperidine-1-carboxylic acid tert-butyl ester