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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 399774Generated: October 30, 2026

Methanol → [1,8-Diethyl-4-hydroxyimino-1,3,4,9-tetrahydro-pyrano[3.4-b]indol-1-yl]-acetic acid

https://huagongshe.com/reaction/399774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
Reactant[1,8-Diethyl-4-hydroxyimino-1,3,4,9-tetrahydro-pyrano[3.4-b]indol-1-yl]-acetic acid methyl esterHCID 136365314—
SolventWaterHCID 962—
Product[1,8-Diethyl-4-hydroxyimino-1,3,4,9-tetrahydro-pyrano[3.4-b]indol-1-yl]-acetic acidHCID 136365313—

Reaction Steps

The product of Step A (0.182 g, 0.55 mmol), K2CO3 (0.1 g, 0.71 mmol) and a MeOH--H2O mixture (10 ml-1 ml) were refluxed for 3 h. The reaction mixture was cooled to room temperature and the methanol was removed. To the reaction mixture was added 10 ml H2O, which was then acidified using 1N HCl. The aqueous phase was extracted with EtOAc, which was dried (MgSO4), evaporated and triturated using hexane to yield a solid, m.p. 165°-168° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05824699
Source datasetuspto-grants-1998_10
ORD IDord-45987971c229458787ef945731ae4705
Source noteuspto-grants-1998_10