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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727968Generated: November 3, 2026

Z-6-chloro-3-(4-chloro-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid ethyl ester → racemic (2'S,3S,4'R)-6-chloro-2'-(3-chlorophenyl)-4'-(4-chlorophenyl)-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1727968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantZ-6-chloro-3-(4-chloro-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid ethyl esterHCID 66879338—
ReactantHCID 68961886HCID 68961886—
SolventTolueneHCID 1140—
Productracemic (2'S,3S,4'R)-6-chloro-2'-(3-chlorophenyl)-4'-(4-chlorophenyl)-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-carboxylic acid ethyl esterHCID 7656791495%

Reaction Steps

In a manner similar to the method described in example 4c, E/Z-6-chloro-3-(4-chloro-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid ethyl ester (0.35 g, 0.97 mmol) prepared in example 9b was reacted with 1-(3-chlorophenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene prepared in example 1b, in toluene to give racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-(4-chlorophenyl)-2,3-dihydro-2,6′-dioxospiro[indole-3,3′-piperidine]-1-carboxylic acid ethyl ester as a yellow solid (Yield 0.5 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-f798cb0be5074993864006d968acf11a
Source noteuspto-grants-2009_02