Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565498Generated: October 29, 2026

Methanol → HCID 131719709, compound

https://huagongshe.com/reaction/565498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantOxalic AcidHCID 971—
Reactant(2s)-Glycidyl indol-4-yl etherHCID 10943254—
Reactant3,4-Dihydrospiro[naphthalene-1(2H),4′-piperidin]-2-oneHCID 21268329—
SolventEthyl AcetateHCID 8857—
ProductHCID 131719709HCID 131719709—

Reaction Steps

The title compound was prepared in similar fashion from (S)-(+)-4-(oxiranylmethoxy)-1H-indole and 3,4-dihydro-2-oxospiro[naphthalene-1(2H),4′-piperidine]. The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 68% overall yield. FDMS m/e=404 (M+ of free base). α[D]589=−15.81 (c=0.51, methanol)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172073B2
Source datasetuspto-grants-2001_01
ORD IDord-98ca59bb97f4409780813eb9ed426757
Source noteuspto-grants-2001_01