Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727963Generated: November 2, 2026

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

https://huagongshe.com/reaction/1727963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantracemic (2'S,3S,4'R)-6-chloro-2'-(4-chlorophenyl)-4'-cyclohexyl-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-carboxylic acid ethyl esterHCID 90768930—
SolventMethanolHCID 887—
Productracemic (2'S,3S,4'R)-6-chloro-2'-(4-chlorophenyl)-4'-cyclohexyl spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 13172730944%

Reaction Steps

In a manner similar to the method described in example 4d, racemic (2′S,3S,4′R)-6-chloro-2′-(4-chlorophenyl)-4′-cyclohexyl-2,3-dihydro-2,6′-dioxospiro[indole-3,3′-piperidine]-1-carboxylic acid ethyl ester (0.4 g, 0.78 mmol) was reacted with NaOH (56 mg, 1.4 mmol) in methanol to give racemic (2′S,3S,4′R)-6-chloro-2′-(4-chlorophenyl)-4′-cyclohexylspiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.15 g, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-33eebc95a18249988c40d4c73da04939
Source noteuspto-grants-2009_02