Benzyl Bromide → 3-Benzyl-4-methoxy-1,3-dihydro-indol-2-one

HRID 2416937Notes

Reaction equation

HRID 2416937 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.[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([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])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 5960014-Methoxy-2-indolinone

Product 1

HCID 219232533-Benzyl-4-methoxy-1,3-dihydro-indol-2-oneYield 73%

Procedure

3-Benzyl-4-methoxy-1,3-dihydro-indol-2-one is prepared from 4-methoxyoxindole (4.8 mmol) and benzyl bromide (5.3 mmol) substantially as described above for Epoxide 4. The compound is purified by flash chromatography (SiO2, 25% ethyl acetate:hexane) to obtain the desired compound (36%). MS (ESI+) 254.

Workup

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

Sources & evidence

ORD record
ord-f477a82340aa4136b776e3985a913b5b
Source dataset
uspto-grants-2004_11
Patent number
US06825220B2

Reaction notes

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