Hydrochloric Acid → HCID 13214355, compound

Under a nitrogen atmosphere, to a solution of the above (3S)-3-(benzyloxy)-N-methoxy-N-methylbutanamide (196 g) in THF (1.5 L), a 3M methyl magnesium bromide/diethyl ether solution (0.38 mL, 1.1 mol) was gradually added under ice-cooling, and the mixture was stirred at the same temperature for 3 hours. After the reaction, the reaction mixture was poured to 2N hydrochloric acid, and after THF was distilled off under reduced pressure, it was extracted with diethyl ether. After it was successively washed with water, a saturated aqueous sodium hydrogencarbonate solution and saturated brine, it was dried with sodium sulfate and the solvent was distilled off under reduced pressure to give a crude product. This was purified by reduced pressure distillation to give a title compound (44 g) as an oil.

1. temperaturecooling
2. customAfter the reaction
3. distillationafter THF was distilled off under reduced pressure, it
4. extractionwas extracted with diethyl ether
5. washAfter it was successively washed with water
6. dry with materiala saturated aqueous sodium hydrogencarbonate solution and saturated brine, it was dried with sodium sulfate
7. distillationthe solvent was distilled off under reduced pressure
8. customto give a crude product
9. distillationThis was purified by reduced pressure distillation

ORD record

ord-f80f87c385ef4432ae88ac2b34985b6a

Source dataset

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08642640B2