Methyl iodide → HCID 18438760, compound

HRID 456802Notes

Reaction equation

HRID 456802 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH2:13][C:14](=[O:18])[NH:15]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19]([O-])([O-])=O.[K+].[K+].CI>CC(C)=O>[CH2:1]([O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH2:13][C:14](=[O:18])[N:15]2[CH3:19])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 184387596-(Benzyloxy)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 18438760HCID 18438760, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 6-benzyloxy-1,3-dihydro-2H-indol-2-one (Example 9) (0.12 g; 0.5 mmol), K2CO3 (0.07 g; 0.5 mmol) and CH3I (0.031 ml) in acetone (5 ml) was refluxed under argon atmosphere for 6 hours. After evaporation to dryness, the residue was purified by flash chromatography eluting with petroleum ether/AcOEt 60/40 to give 6-benzyloxy-N-methyl-1,3-dihydro-2H-indol-2-one.

Workup

  1. temperaturewas refluxed under argon atmosphere for 6 hours
  2. customAfter evaporation to dryness
  3. customthe residue was purified by flash chromatography
  4. washeluting with petroleum ether/AcOEt 60/40

Sources & evidence

ORD record
ord-037666e3f6af48249b382e346c880a7f
Source dataset
uspto-grants-2007_03
Patent number
US07186745B2

Reaction notes

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