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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727957Generated: November 3, 2026

Sodium Hydroxide → racemic (2'S,3S,4'R)-6-chloro-2'-(3-chlorophenyl)-4'-cyclopentyl spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

https://huagongshe.com/reaction/1727957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantracemic (2'S,3S,4'R)-6-chloro-2'-(3-chlorophenyl)-4'-cyclopentyl-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-carboxylic acid ethyl esterHCID 90971499—
SolventMethanolHCID 887—
Productracemic (2'S,3S,4'R)-6-chloro-2'-(3-chlorophenyl)-4'-cyclopentyl spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 13172730759%

Reaction Steps

In a manner similar to the method described in example 4d, racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-cyclopentyl-2,3-dihydro-2,6′-dioxospiro[indole-3,3′-piperidine]-1-carboxylic acid ethyl ester (0.26 g, 0.52 mmol) was reacted with NaOH (37 mg, 0.93 mmol) in methanol to give racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-cyclopentylspiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.13 g, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-1d3525333c4744059cccc178a0480d1b
Source noteuspto-grants-2009_02