N-Formylpiperidine synthesis
- Product Name:N-Formylpiperidine
- CAS Number:2591-86-8
- Molecular formula:C6H11NO
- Molecular Weight:113.16
110-89-4
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2591-86-8
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Yield:2591-86-8 100%
Reaction Conditions:
with cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester;sodium hydrogencarbonate;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in water at 20; for 3 h;Reagent/catalyst;Solvent;
Steps:
General procedure for N-formylations
General procedure: To a solution of amine (1 equiv), formic acid (5 equiv), sodium bicarbonate (10 equiv), and glyceroacetonide-Oxyma 1 (2 equiv) in H2O (0.2-0.3 M) solution was added EDCI (2 equiv) The reaction mixture was stirred for 3 h and quenched with 1% aq HCl. The aqueous phase was extracted with EtOAc (or CHCl3 or CHCl3-MeOH (10/1). The combined organic extracts were dried over Na2SO4 and evaporated in vacuo. Purification by a silica gel chromatography (or sephadex LH20) afforded the desired compound (yields were given in Table 1). Similarly, N-formylations were performed with Oxyma 1 in DMF-H2O (9/1).
References:
Aleiwi, Bilal A.;Mitachi, Katsuhiko;Kurosu, Michio [Tetrahedron Letters,2013,vol. 54,# 16,p. 2077 - 2081]
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2591-86-8
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2591-86-8
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673-33-6
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2591-86-8
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