(Z)-ETHYL 2-(PIPERIDIN-2-YLIDENE)ACETATE

Base Information

• Chemical Name: (Z)-ETHYL 2-(PIPERIDIN-2-YLIDENE)ACETATE
• CAS No.: 25654-24-4
• Molecular Formula: C9H15NO2
• Molecular Weight: 169.22100
• Hs Code.: 2933399090
• Mol file: 25654-24-4.mol

Synonyms:2-carbethoxymethylidenepiperidine;ethyl 2-(2-piperidinylidene)acetate;2-(ethoxycarbonylmethylene)hexahydropyridine;ethyl 2-(piperidin-2-ylidene)acetate;Acetic acid,2-piperidinylidene-,ethyl ester,(Z);ethyl (2Z)-piperidin-2-ylideneacetate;ethyl azacyclohexan-2-ylideneacetate;

Chemical Property of (Z)-ETHYL 2-(PIPERIDIN-2-YLIDENE)ACETATE

Chemical Property:

• PSA: 38.33000
• LogP: 1.53570

Purity/Quality:

(Z)-Ethyl2-(piperidin-2-ylidene)acetate 95+% ^*data from reagent suppliers

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Technology Process of (Z)-ETHYL 2-(PIPERIDIN-2-YLIDENE)ACETATE

There total 2 articles about (Z)-ETHYL 2-(PIPERIDIN-2-YLIDENE)ACETATE 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: 42.0%

δ-chlorovaleronitrile (6280-87-1) + ethyl bromoacetate (105-36-2) → ethyl 2-aminocyclohex-1-ene-1-carboxylate (1128-00-3) + ethyl 2-(2-piperidinylidene)acetate (25654-24-4,108139-97-5,50796-18-4)

Guidance literature:

δ-chlorovaleronitrile; ethyl bromoacetate; With methanesulfonic acid; zinc; In tetrahydrofuran; Inert atmosphere; Reflux;

With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1055/s-0031-1290814

Reference yield: 10.0%

δ-chlorovaleronitrile (6280-87-1) + ethyl bromoacetate (105-36-2) → ethyl 2-aminocyclohex-1-ene-1-carboxylate (1128-00-3) + α-(hexahydropyridinylidene-2) acetate d'ethyle (25654-24-4)

Guidance literature:

δ-chlorovaleronitrile; ethyl bromoacetate; With methanesulfonic acid; zinc; In tetrahydrofuran; for 1h; Reflux; Inert atmosphere;

With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃; for 5h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jo201964a

Reference yield: 94.0%

α-(hexahydropyridinylidene-2) acetate d'ethyle (25654-24-4) + 3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose (117136-22-8) → (Z)-ethyl 2-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-2-(piperidin-2-ylidene)acetate (1256092-95-1)

Guidance literature:

at 85 ℃; for 0.5h; optical yield given as %de; stereoselective reaction; neat (no solvent);

DOI:10.1055/s-0030-1258498

upstream raw materials:

δ-chlorovaleronitrile

ethyl bromoacetate

Downstream raw materials:

3-Phenyl-2-piperidin-(2Z)-ylidene-propionic acid ethyl ester

ethyl 8-hydroxy-6-oxo-1,3,4,6-tetrahydro-2H-9-quinolizinecarboxylate

ethyl 4-oxo-6,7,8,9-tetrahydro-4H-quinolizine-1-carboxylate

4-methyl-2-o-tolyl-6,7,8,9-tetrahydro-2H-quinolizine-1,3-dicarboxylic acid diethyl ester

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