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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2255157Generated: October 29, 2026

Methanol → HCID 15065177, compound

https://huagongshe.com/reaction/2255157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 15065176HCID 15065176—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDiethyl EtherHCID 3283—
ProductHCID 15065177HCID 1506517791.5%

Reaction Steps

There was stirred, for 1 hour at room temperature, a mixture of 55 μl of methanol, 11 mg of 60% sodium hydride, 22 mg of tetra-n-butylammonium bromide, 50 μl of dimethylformamide and 65 mg of 2,5-dibenzyloxy-6-isobutyl-3-(2-tetrahydropyranyloxymethyl)pyrazine 1-oxide (Compound B-14). The reaction mixture was mixed with diethyl ether. The mixture was washed with water several times and dried with magnesium sulfate, then the solvent was removed by evaporation. The residue was purified by silica gel thin layer chromatography (developing solvent: 30 volume % ethyl acetate-n-hexane) to obtain 50 mg of 3-benzyloxy-2-isobutyl-6-methoxy-5-(2-tetrahydropyranyloxymethyl)pyrazine 1-oxide (Compound B-15) as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05238938
Source datasetuspto-grants-1993_08
ORD IDord-837c54dc4bdb4726ac0ba3cef3498f64
Source noteuspto-grants-1993_08