HCID 54160540, compound → HCID 19034056, compound

HRID 265886Notes

Reaction equation

HRID 265886 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH:19]2[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH2:20]2)=[CH:12][CH:11]=1)(C(C)(C)C)(C)C.CC(C)=[O:34].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[C:25]([N:22]1[CH2:23][CH2:24][CH:19]([CH2:18][CH2:17][CH2:16][C:13]2[CH:14]=[CH:15][C:10]([C:9]([OH:34])=[O:8])=[CH:11][CH:12]=2)[CH2:20][CH2:21]1)([O:27][C:28]([CH3:29])([CH3:30])[CH3:31])=[O:26]

Participants

4

Reactant 2

HCID 54160540HCID 54160540, compoundHCID 131709961Jones' reagent

Product 1

HCID 19034056HCID 19034056, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a vigorously stirred solution of 20-4 (230 mg, 0.51 mmol) in acetone (5 mL) at 0° C. was added Jones Reagent dropwise until the color changed from green to orange. The excess Jones Reagent was quenched with isopropanol (1 mL) followed by stirring for 15 min. The reaction mixture was diluted with EtOAc and then washed with H2O and brine, dried (MgSO4) and concentrated to give 20-5 as a yellowish oil.

Workup

  1. customThe excess Jones Reagent was quenched with isopropanol (1 mL)
  2. additionThe reaction mixture was diluted with EtOAc
  3. washwashed with H2O and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-4e0f409c62a14eb8bee1ce5adfe1a04d
Source dataset
uspto-grants-1997_07
Patent number
US05648368

Reaction notes

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