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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900966Generated: October 31, 2026

Methanol → HCID 131719709, compound

https://huagongshe.com/reaction/1900966

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 numberUS05576321
Source datasetuspto-grants-1996_11
ORD IDord-acb0bcbd8fea42c58275c03368ec9ea4
Source noteuspto-grants-1996_11