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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204082Generated: October 31, 2026

1,1-Dichloroethane → HCID 58550854, compound

https://huagongshe.com/reaction/2204082

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DichloroethaneHCID 6365—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantHCID 10583088HCID 10583088—
ProductHCID 58550854HCID 5855085493%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 2-pyrrol-1-ylpyridin-3-ol (1.00 g, 6.24 mmol), tert-butyl 4-oxopiperidine-1-carboxylate (1.24 g, 6.24 mmol), 4-methylbenzenesulfonic acid hydrate (119 mg, 0.625 mmol), molecular sieves (442 mg) and dichloroethane (8.9 mL) was heated at 130° C. for 162 hours. The reaction was filtered and washed with dichloroethane. The solid was dissolved in MeOH and filtered through a plug of Celite. The solvent was evaporated under reduced pressure to yield spiro[piperidine-4,6′-pyrido[3,2-b]pyrrolo[1,2-d][1,4]oxazine] (1.4 g, 38%). ESI-MS m/z calc. 241.1, found 242.5 (M+1)+; Retention time: 1.10 minutes (4 min run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365588B2
Source datasetuspto-grants-2016_06
ORD IDord-3f07cab377bd413cafe0a07a9ce443db
Source noteuspto-grants-2016_06