4-Bromobenzaldehyde → HCID 54040499, compound

HRID 2120211Notes

Reaction equation

[OH:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][C:7](=[O:13])[NH:8]2.[Br:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1>>[Br:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[C:6]2[C:5]3[C:9](=[CH:10][CH:11]=[CH:12][C:4]=3[CH2:3][CH2:2][OH:1])[NH:8][C:7]2=[O:13])=[CH:17][CH:16]=1

Participants

Reactant 2

HCID 707414-Bromobenzaldehyde

HCID 109430044-(2-Hydroxyethyl)indolin-2-one

Product 1

HCID 54040499HCID 54040499, compound

Procedure

4-(2-Hydroxyethyl)-1,3-dihydroindol-2-one was condensed with 4-bromobenzaldehyde using method B to give 3-(4-bromobenzylidene)-4-(2-hydroxy-ethyl)-1,3-dihydroindol-2-one as a yellow solid which was reduced using method E to give 0.2 g (91%) of 3-benzyl-4-(2-hydroxyethyl)-1,3-dihydroindol-2-one as a yellow/orange foam.

Sources & evidence

ORD record: ord-ee99da8828ed411c844d6e77d69d925b
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06689806B1

Reaction notes

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