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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727951Generated: October 31, 2026

Z-6-chloro-3-isobutylidene-1,3-dihydro-indol-2-one → 6-chloro-2'-(3-chlorophenyl)-4'-isopropyl spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

https://huagongshe.com/reaction/1727951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantZ-6-chloro-3-isobutylidene-1,3-dihydro-indol-2-oneHCID 68614382—
ReactantHCID 68961886HCID 68961886—
SolventTolueneHCID 1140—
Product6-chloro-2'-(3-chlorophenyl)-4'-isopropyl spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 13172730556.4%

Reaction Steps

In a manner similar to the method described in example 1c, E/Z-6-chloro-3-isobutylidene-1,3-dihydro-indol-2-one (0.25 g, 1.1 mmol) was reacted with 1-(3-chlorophenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (1.2 g, 4.7 mmol) prepared in example 1b, in toluene to give racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-isopropylspiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.25 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-c706ed3ccef24450b74822cd49adf07d
Source noteuspto-grants-2009_02