benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate

Base Information

• Chemical Name: benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate
• CAS No.: 86826-97-3
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Mol file: 86826-97-3.mol

Synonyms:benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate

Chemical Property of benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate

There total 4 articles about benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate 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: 57.0%

ethylmagnesium bromide (925-90-6) + benzyl 1,6-dihydro-3(2H)-oxopyridine-1-carboxylate (82644-99-3) → benzyl 5-ethyl-3-oxopiperidine-1-carboxylate (86826-99-5) + benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate (86826-97-3)

Guidance literature:

In diethyl ether; at -15 ℃; for 2h;

DOI:10.1248/cpb.31.1191

Reference yield:

ethyl 3-hydroxy-1,2,3,6-tetrahydropiperidine-1-carboxylate (66643-49-0) → benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate (86826-97-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) KOH / 1.) H₂O, EtOH

2: 89 percent / Jones oxidation

3: 57 percent / diethyl ether

With potassium hydroxide; In diethyl ether;

DOI:10.1248/cpb.30.1521

Reference yield:

benzyl 3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate (86826-96-2) → benzyl 3-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate (86826-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Jones oxidation

2: 57 percent / diethyl ether

With Jones oxidation; In diethyl ether;

DOI:10.1248/cpb.30.1521

upstream raw materials:

ethylmagnesium bromide

benzyl 1,6-dihydro-3(2H)-oxopyridine-1-carboxylate

ethyl 3-hydroxy-1,2,3,6-tetrahydropiperidine-1-carboxylate

benzyl 3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate

Downstream raw materials:

benzyl 5-ethyl-3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate

benzyl 3-ethyl-3-(2-ethylenedioxyethyl)-1,2,3,6-terahydropyridine-1-carboxylate

benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-1-carboxylate

benzyl 3-ethyl-3-(2-ethylenedioxyethyl)piperidine-1-carboxylate