Acetone → HCID 13316488, compound

HRID 485564Notes

Reaction equation

HRID 485564 reaction equation
[NH2:1][C@H:2]([CH2:10][OH:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[H][H].[CH3:14][C:15]([CH3:17])=O>C(O)C.[Pt]=O>[CH:15]([NH:1][C@H:2]([CH2:10][OH:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)([CH3:17])[CH3:14]

Participants

6

Reactant 3

HCID 180AcetoneHCID 447213phenylalaninol, (S)-HCID 178418361HCID 178418361, compound2×

Product 1

HCID 13316488HCID 13316488, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

L-phenylalaninol (31.3 g) was dissolved in a mixture of acetone (23 ml) and ethanol (120 ml). The solution was shaken in an atmosphere of hydrogen in the presence of platinum oxide (0.1 g) until the calculated amount of hydrogen was absorbed. The catalyst was filtered off and the filtrate was concentrated to dryness under reduced pressure to give N-isopropyl-L-phenylalaninol (40 g), mp 65°-66° C., [α]D -5.4°.

Workup

  1. customwas absorbed
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-88044a035df544e5a308cff5411adf5f
Source dataset
uspto-grants-1985_08
Patent number
US04536601

Reaction notes

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