Acetone → HCID 22223452, compound

HRID 1744783Notes

Reaction equation

HRID 1744783 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:9])[CH:5]([CH2:7][OH:8])[NH2:6].S([O-])([O-])(=O)=O.[Na+].[Na+].C[O-].[Na+].[CH3:20][C:21]([CH3:23])=O>CO.[Pt](=O)=O>[CH3:2][O:3][C:4](=[O:9])[CH:5]([CH2:7][OH:8])[NH:6][CH:21]([CH3:23])[CH3:20]

Participants

7

Procedure

To a slurry of 1 equivalent DL-serine methyl ester hydrochloride and 2 equivalents anhydrous sodium sulfate in methanol is added 1.05 equivalents sodium methoxide. The mixture is stirred at room temperature 5 minutes, after which 3 equivalents of acetone are added and the slurry is stirred overnight. The solids are removed by filtration and the excess acetone is removed from the filtrate under reduced pressure. Once the acetone is removed, platinum (IV) oxide (0.02 equivalents) is added. The slurry is stirred at room temperature 24 hours under a hydrogen atmosphere. The slurry is then filtered and the excess methanol is removed under reduced pressure. The residue is slurried in chloroform and filtered, and the filtrate is washed with dilute sodium bicarbonate, dried over anhydrous sodium sulfate, and filtered. Removal of chloroform under reduced pressure yields the desired product.

Workup

  1. stirringthe slurry is stirred overnight
  2. customThe solids are removed by filtration
  3. customthe excess acetone is removed from the filtrate under reduced pressure
  4. customOnce the acetone is removed
  5. stirringThe slurry is stirred at room temperature 24 hours under a hydrogen atmosphere
  6. filtrationThe slurry is then filtered
  7. customthe excess methanol is removed under reduced pressure
  8. filtrationfiltered
  9. washthe filtrate is washed with dilute sodium bicarbonate
  10. dry with materialdried over anhydrous sodium sulfate
  11. filtrationfiltered
  12. customRemoval of chloroform under reduced pressure

Sources & evidence

ORD record
ord-c99ddb3382344a6985a8c86b9aff4a25
Source dataset
uspto-grants-2006_03
Patent number
US07018978B2

Reaction notes

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