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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1702013Generated: October 30, 2026

Water → 1'-Methyl-1-phenylspiro[indoline-3,4'-piperidine]

https://huagongshe.com/reaction/1702013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantFluorobenzeneHCID 10008—
ReactantSodium hydrideHCID 24758—
Reactant1'-Methylspiro[indoline-3,4'-piperidine]HCID 12801587—
SolventDimethyl SulfoxideHCID 679—
Product1'-Methyl-1-phenylspiro[indoline-3,4'-piperidine]HCID 12801593—

Reaction Steps

A mixture of 2.1 g of 1'-methylspiro[indoline-3,4'-piperidine] (Example 1b), 3 g of 50% sodium hydride and 12 ml of fluorobenzene in 18 ml of dimethyl sulfoxide is stirred at 65°-70° C. for 45 hours. The well stirred mixture is poured into water and extracted thrice with ether. The combined ether extracts are dried briefly before forming, the hydrochloride salt. The salt is collected, basified and then extracted into ether, giving a yellowish oil which is crystallized from hexane, producing off-white crystals, mp 90°-92° C. of 1'-methyl-1-phenylspiro[indoline-3,4'-piperidine].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04379932
Source datasetuspto-grants-1983_04
ORD IDord-1761b2f4b6594457930a3841dfbfdacb
Source noteuspto-grants-1983_04