Acetic Acid → HCID 57188866, compound

Temperature

50 °C

The N,N-dibenzyl-(1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexyl amine (1.46 g, 3.77 mmol) obtained above was dissolved in methanol (25 ml). Subsequently, acetic acid (0.43 ml, 7.53 mmol) and 5% Pd-C (palladium carbon; containing 50% of water) (0.6 g) were added to the dissolved solution. This reaction solution was stirred for 16 hours at 50° C. under a hydrogen atmosphere, and the catalyst was filtered off. The liquid filtrate thus obtained was concentrated under reduced pressure. To the resulting residue, a saturated sodium hydrogen carbonate aqueous solution (15 ml) was added and two 50 ml methylene chloride extractions were performed. The resulting organic layer was dried with anhydrous magnesium sulfate. Magnesium sulfate was filtered off and the liquid filtrate was concentrated under reduced pressure to yield (1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexyl amine (0.61 g, 2.96 mmol).

1. filtrationthe catalyst was filtered off
2. customThe liquid filtrate thus obtained
3. concentrationwas concentrated under reduced pressure
4. additionTo the resulting residue, a saturated sodium hydrogen carbonate aqueous solution (15 ml) was added
5. extractiontwo 50 ml methylene chloride extractions
6. dry with materialThe resulting organic layer was dried with anhydrous magnesium sulfate
7. filtrationMagnesium sulfate was filtered off
8. concentrationthe liquid filtrate was concentrated under reduced pressure

ORD record

ord-94a152ad47834b769041e85313c6e34f

Source dataset

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07115296B2