Acetic Acid → HCID 57188866, compound

Temperature

50 °C

N,N-dibenzyl-(1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexylamine (1.46 g, 3.77 mmols) was dissolved in 25 ml of methanol, and 0.43 ml (7.53 mmols) of acetic acid and 0.6 g of 5% palladium on carbon (water content 50%) were added thereto. The reaction solution was stirred under a hydrogen atmosphere at 50° C. for 16 hours. Subsequently, the catalyst was removed by filtration, and the filtrate was concentrated. To the residue were added 15 ml of a saturated aqueous solution of sodium hydrogencarbonate, and the mixture was extracted twice with 50 ml of methylene chloride. The organic layer was dried over anhydrous magnesium sulfate, and magnesium sulfate was then removed by filtration. The filtrate was concentrated to obtain 0.61 g (2.96 mmols) of (1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexylamine.

1. customSubsequently, the catalyst was removed by filtration
2. concentrationthe filtrate was concentrated
3. additionTo the residue were added 15 ml of a saturated aqueous solution of sodium hydrogencarbonate
4. extractionthe mixture was extracted twice with 50 ml of methylene chloride
5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate, and magnesium sulfate
6. customwas then removed by filtration
7. concentrationThe filtrate was concentrated

ORD record

ord-6bbea38a9a6d4c8d8a3d1441fd08082d

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06010733