Methanol → HCID 53820486, compound

HRID 1004288Notes

Reaction equation

HRID 1004288 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11](SC)[N:10]=1)[CH3:2].O[O:19][S:20]([O-:22])=O.[K+].[CH3:24]O>O>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([S:20]([CH3:24])(=[O:22])=[O:19])[N:10]=1)[CH3:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 23707502Potassium hydroxy sulfiteHCID 54413894HCID 54413894, compound

Product 1

HCID 53820486HCID 53820486, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 26-3 (2.0 g, 8.0 mmol) in MeOH (100 mL) was added a solution of Oxone® (14.5 g, 24 mmol) in H2O (100 mL). The resulting solution was stirred at ambient temperature for 20 h, then the MeOH was removed at reduced pressure and the aqueous phase diluted with sat. NaHCO3 (100 mL) and extracted with EtOAc (2×100 mL). The organic layers were dried, filtered and concentrated to afford 26-4 as a colorless oil.

Workup

  1. customthe MeOH was removed at reduced pressure
  2. additionthe aqueous phase diluted with sat. NaHCO3 (100 mL)
  3. extractionextracted with EtOAc (2×100 mL)
  4. customThe organic layers were dried
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-047d351bae444133b91cde6ee236eef8
Source dataset
uspto-grants-2000_04
Patent number
US06048861

Reaction notes

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