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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591225Generated: November 1, 2026

p-Toluenesulfonic acid → 1'-Benzoyl-3,4-dihydro-6-methoxy-spiro[(2H)-1-benzopyran-2,4'-piperidine]

https://huagongshe.com/reaction/1591225

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium borohydrideHCID 4311764—
Reactant1'-Benzoyl-3,4-dihydro-6-methoxy-spiro[(2H)-1-benzopyran-2,4'-piperidine]-4-oneHCID 19045415—
CatalystPalladiumHCID 23938—
Product1'-Benzoyl-3,4-dihydro-6-methoxy-spiro[(2H)-1-benzopyran-2,4'-piperidine]HCID 1904555054%

Reaction Steps

Following the procedures as described in Example 435, 1'-benzoyl-3,4-dihydro-6-methoxy-spiro[(2H)-1-benzopyran-2,4'-piperidine]-4-one was reduced with sodium borohydride, dehydrated with p-toluenesulfonic acid and hydrogenated with palladium on carbon (5%) under hydrogen (50 psi) to give the piperidine as a foam (54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05206240
Source datasetuspto-grants-1993_04
ORD IDord-a81e813577e44e6aa76dae358fa39eef
Source noteuspto-grants-1993_04