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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908033Generated: November 3, 2026

4-Toluenesulfonyl chloride → HCID 58551088, compound

https://huagongshe.com/reaction/1908033

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactanttert-Butyl (4E)-4-(hydroxyimino)-3,4-dihydro-1'H-spiro[1-benzopyran-2,4'-piperidine]-1'-carboxylateHCID 58551619—
SolventPyridineHCID 1049—
ProductHCID 58551088HCID 5855108881.6%

Reaction Steps

A mixture of tert-butyl (4E)-4-hydroxyiminospiro[chromane-2,4′-piperidine]-1′-carboxylate (448 mg, 1.34 mmol) and 4-methylbenzenesulfonyl chloride (514 mg, 2.70 mmol) were stirred in pyridine (2.1 mL) at 0° C. for 6 hours. The reaction mixture was poured over ice and the mixture was extracted with ethyl acetate. The organics were dried over sodium sulfate and evaporated to give (E)-tert-butyl 4-(tosyloxyimino)spiro[chroman-2,4′-piperidine]-1′-carboxylate (532 mg, 81%). ESI-MS m/z calc. 486.2. found 487.5 (M+1)+; Retention time: 2.20 minutes (3 min run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598164B2
Source datasetuspto-grants-2013_12
ORD IDord-55dacebb4f39478598c07149664cef6b
Source noteuspto-grants-2013_12