Isobutyl iodide → 3-Isobutyl-4-methoxy-1,3-dihydro-indol-2-one

HRID 1244841Notes

Reaction equation

HRID 1244841 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][C:6](=[O:12])[NH:7]2.I[CH2:14][CH:15]([CH3:17])[CH3:16]>>[CH2:14]([CH:5]1[C:4]2[C:8](=[CH:9][CH:10]=[CH:11][C:3]=2[O:2][CH3:1])[NH:7][C:6]1=[O:12])[CH:15]([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 10556Isobutyl iodideHCID 5960014-Methoxy-2-indolinone

Product 1

HCID 219232553-Isobutyl-4-methoxy-1,3-dihydro-indol-2-oneYield 80%

Procedure

3-Isobutyl-4-methoxy-1,3-dihydro-indol-2-one is prepared from 4-methoxyoxindole (3.1 mmol) and 1-iodo-2-methylpropane (3.1 mmol) substantially as described above for Epoxide 1 and Epoxide 2. The compound is purified by flash chromatography (SiO2, 25% ethyl acetate:hexane) to obtain 180 mg (27%) of the desired compound. MS (ESI+) 220.

Workup

  1. customThe compound is purified by flash chromatography (SiO2, 25% ethyl acetate:hexane)

Sources & evidence

ORD record
ord-75787fd88d294410b5d99fba4199f459
Source dataset
uspto-grants-2006_10
Patent number
US07122680B2

Reaction notes

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