2-Bromostyrene → 5-chloro-3-hydroxy-3-(2-vinylphenyl)-1,3-dihydro-2H-indol-2-one

HRID 1662692

Reaction equation

Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH2:9].[Cl:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[C:14]2=[O:21]>>[Cl:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[C:14]2([OH:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH2:9]

Participants

Reactant 2

HCID 162642-Bromostyrene

HCID 872035-chloro-1H-indole-2,3-dione

Product 1

HCID 674292315-chloro-3-hydroxy-3-(2-vinylphenyl)-1,3-dihydro-2H-indol-2-oneYield 76.9%

Procedure

With 10.0 g of 1-bromo-2-vinyl benzene and 4.72 g of 5-chloroisatin as starting materials, 5.71 g of the title compound (light brown solid) was obtained by a similar method to Step 21-1.

Sources & evidence

ORD record: ord-5f59e55a8356437aa568006ef54de2f4
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08030499B2

Linked notes

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