Reaktion #2287360

Reaktionsgleichung

HCl

product

N1-(1-methyl-4-piperidyl)-5-(trifluoromethyl)benzene-1,3-diamine

pyridine

water

phenyl chloroformate

→

crude product

phenyl N-[3-(prop-2-enoylamino)-5-(trifluoromethyl)phenyl]carbamate

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextract with EtOAc (15 mL×3)
2. 2
   WaschenCombine the organic layers, wash with brine (100 mL)
3. 3
   Trocknendry over anhydrous Na2SO4
4. 4
   EinengenConcentrate under reduced pressure

Vorschrift

Dissolve the product obtained in Step 2 (168 mg, 0.73 mmol) in DCM (6 mL), add pyridine (115 mg, 1.46 mmol) and then cool to 0° C. on ice bath. Add slowly phenyl chloroformate (125 mg, 0.8 mmol), stir at 0-5° C. for 2 hrs. Pour the mixture into water (50 mL), adjust pH to neutral with 1M HCl and extract with EtOAc (15 mL×3). Combine the organic layers, wash with brine (100 mL) and dry over anhydrous Na2SO4. Concentrate under reduced pressure to give the crude product (240 mg) which is used without further purification.

Quelle