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HRID 335170Erstellt: 25. Oktober 2026

1,1'-Carbonyldiimidazole → Tert-butyl 4-(methoxy(methyl)carbamoyl)-3-methylpiperidine-1-carboxylate

https://huagongshe.com/reaction/335170

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
EduktN-Boc-3-methyl-4-piperidinecarboxylic acidHCID 4248616—
LösungsmittelDichloromethaneHCID 6344—
ProduktTert-butyl 4-(methoxy(methyl)carbamoyl)-3-methylpiperidine-1-carboxylateHCID 8660164765%

Reaktionsschritte

To a solution of 1-(tert-butoxycarbonyl)-3-methylpiperidine-4-carboxylic acid (3.00 g, 12.3 mmol) in CH2Cl2 (200 mL) was added di(1H-imidazol-1-yl)methanone (2.19 g, 13.6 mmol) portionwise. After the bubbling ceased (˜60 minutes), N-methoxymethanamine hydrochloride (1.32 g, 13.6 mmol) was added in one portion. The mixture was allowed to stir overnight at ambient temperature, then was washed with water, 1N HCl, and saturated sodium bicarbonate. The organic layer was dried, filtered, and concentrated to give the desired product (2.29 g, 64.8% yield) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883828B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-094f7f2e4df4409abb00120ed193a83e
Quellennotizuspto-grants-2014_11