Reaktion #543712

Reaktionsgleichung

hydroxylamine hydrochloride

4-[1-(3-bromo-5-methoxymethyl-thiophen-2-yl)-methanoyl]-piperidine-1-carboxylic acid tert-butyl ester

hydrochloric acid

→

desired product

Ausbeute 96.6%

4-[1-(3-bromo-5-methoxymethyl-thiophen-2-yl)-1-hydroxyimino-methyl]-piperidine-1-carboxylic acid tert-butyl ester

Ausbeute 96.6%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITat 70° C. for 4 hours
2. 2
   TemperaturCool the reaction mixture slightly
3. 3
   Extraktionextract the resulting mixture with dichloromethane (100 mL)
4. 4
   WaschenWash the
5. 5
   Extraktionextract with water (100 mL)
6. 6
   Trocknendry over magnesium sulfate
7. 7
   Filtrationfilter
8. 8
   Sonstigeevaporate

Vorschrift

Add hydroxylamine hydrochloride (2.29 g, 45.27 mmol, 2.00 equivalents) to a stirred solution of 4-[1-(3-bromo-5-methoxymethyl-thiophen-2-yl)-methanoyl]-piperidine-1-carboxylic acid tert-butyl ester (9.47 g, 22.64 mmol, 1.00 equivalents) in pyridine (42.40 mL). Stir the resulting solution at room temperature overnight and then at 70° C. for 4 hours. Cool the reaction mixture slightly, add hydrochloric acid (3N, 100 mL) and extract the resulting mixture with dichloromethane (100 mL). Wash the extract with water (100 mL), dry over magnesium sulfate, filter and evaporate to yield the desired product as a yellow oil (9.48 g).

Quelle