Ammonium Chloride → HCID 11159600, compound

Potassium tert-butylate (2.1 g, 18.8 mmol, dissolved in 20 ml abs. THF) was added to a suspension of methyltriphenylphosphonium bromide (7.5 g, 21 mmol) in dry THF (20 ml) under argon at 0° C. within 30 min. The yellow reaction mixture was stirred for 30 min at 0° C. before 1-benzyl-pyrrolidin-3-one (2.46 g, 15 mmol) dissolved in abs. THF (20 ml) was added dropwise within 30 min at 0° C. The mixture obtained was left for 30 min at 0° C., brought to RT within 1 h and stirred for a further 15 h. For working up, the mixture was added to sat. NH4Cl solution (50 ml) and then extracted with EtOAc (3×20 ml). The desired product P was converted into the corresponding hydrochloride by extraction with 2 N HCl (20 ml). The organic phase was washed with water (3×20 ml) and the combined aqueous phases were basified with K2CO3. The desired product P was obtained in the form of a layer of oil and was separated off by reextraction with EtOAc (3×20 ml). After drying of the combined organic phases over Na2SO4 and removal of the solvent, the desired product P was present in a sufficiently pure form (2.17 g, 83%).

1. dissolutiondissolved in abs
2. customThe mixture obtained
3. waitbrought to RT within 1 h
4. extractionextracted with EtOAc (3×20 ml)
5. extractionThe desired product P was converted into the corresponding hydrochloride by extraction with 2 N HCl (20 ml)
6. washThe organic phase was washed with water (3×20 ml)

ORD record

ord-45a819d79a704b29adcf7c9f18c625ad

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08772307B2