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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727950Generated: November 2, 2026

E-6-chloro-3-(2,2-dimethyl-propylidene)-1,3-dihydro-indol-2-one → racemic (2'SR,3S,4'R)-4'-(tert-butyl)-6-chloro-2'-(3-chlorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

https://huagongshe.com/reaction/1727950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantE-6-chloro-3-(2,2-dimethyl-propylidene)-1,3-dihydro-indol-2-oneHCID 57565943—
ReactantHCID 68961886HCID 68961886—
SolventTolueneHCID 1140—
Productracemic (2'SR,3S,4'R)-4'-(tert-butyl)-6-chloro-2'-(3-chlorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 131727304—

Reaction Steps

In a manner similar to the method described in example 1c, E-6-chloro-3-(2,2-dimethyl-propylidene)-1,3-dihydro-indol-2-one (0.23 g, 1 mmol) was reacted with 1-(3-chlorophenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (0.63 g, 2.5 mmol) prepared in example 1b, in toluene to give racemic (2′SR,3S,4′R)-4′-(tert-butyl)-6-chloro-2′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a mixture of two sets of diastereomers (Yield 0.21 g, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-942f8a618ec1414496c7a5980dbd2c84
Source noteuspto-grants-2009_02