Benzyl Bromide → 3-Benzyl-5-chloro-1,3-dihydro-3-hydroxyindol-2-one

HRID 1662618Notes

Reaction equation

HRID 1662618 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14](=[O:19])[C:13]2=[O:20]>>[CH2:1]([C:13]1([OH:20])[C:12]2[C:16](=[CH:17][CH:18]=[C:10]([Cl:9])[CH:11]=2)[NH:15][C:14]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 872035-chloro-1H-indole-2,3-dione

Product 1

HCID 190766193-Benzyl-5-chloro-1,3-dihydro-3-hydroxyindol-2-oneYield 37.3%

Procedure

With 5.00 g of benzyl bromide and 1.50 g of 5-chloroisatin as starting material, 844 mg of the title compound (white solid) was obtained by a similar method to Step 21-1.

Sources & evidence

ORD record
ord-776300aab1d9425bb87343a6160d0929
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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