Chloroform → HCID 54182173, compound

HRID 377200Notes

Reaction equation

HRID 377200 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C@@:17]2([CH3:23])[O:21][C:20](=[O:22])[NH:19][CH2:18]2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16])C1C=CC=CC=1.C(Cl)(Cl)Cl>C(OCC)(=O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([C@@:17]2([CH3:23])[O:21][C:20](=[O:22])[NH:19][CH2:18]2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16]

Participants

5

Reactant 2

HCID 6212ChloroformHCID 54068933HCID 54068933, compound

Product 1

HCID 54182173HCID 54182173, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1.1 g of (R)-(-)-5-(3-benzyloxy-4-methoxyphenyl)-5-methyl-2-oxazolidinone is dissolved in 40 ml of ethyl acetate and mixed with 100 mg of palladium/10% carbon. It is hydrogenated until hydrogen absorption is completed. After filtration on silica gel and concentration by evaporation in a vacuum, 750 mg of (R)-(-)-5-(3-hydroxy-4-methoxyphenyl)-5-methyl-2-oxazolidinone, melting point 141.6° C., is obtained. [α]D =-28.2° (CHCl3).

Workup

  1. customIt is hydrogenated until hydrogen absorption
  2. filtrationAfter filtration
  3. concentrationon silica gel and concentration
  4. customby evaporation in a vacuum, 750 mg of (R)-(-)-5-(3-hydroxy-4-methoxyphenyl)-5-methyl-2-oxazolidinone, melting point 141.6° C.
  5. customis obtained

Sources & evidence

ORD record
ord-a239680a5ae845869e7721e143d42639
Source dataset
uspto-grants-2000_02
Patent number
US06025376

Reaction notes

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