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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1867382Generated: November 1, 2026

Sodium hydride → HCID 68435388, compound

https://huagongshe.com/reaction/1867382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant3-Hydroxy-2-hydroxymethyl-6-methylpyridineHCID 135128—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 68435388HCID 6843538860%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.39 g (10 mmol) of the commercial 3-hydroxy-6-methyl-2-pyridinemethanol in 15 ml DMF was cooled (0° C.), treated with 0.52 g (13.00 mmol) of NaH (55% in oil) and after 30 min, with 1.35 mL (10.00 mmol) p-methoxybenzylchlorid. The suspension was stirred 1 h at 0° C. and 2 h at RT. The reaction mixture was diluted with CH2Cl2 and washed with 1M NaOH and brine. The organic layers were dried over magnesium sulfate, evaporated, purified by silica gel column (AcOEt) and crystallized (AcOEt/n-n-heptane) to give 1.55 g (60%) of the title compound as a white solid. MS: 260.0 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632829B2
Source datasetuspto-grants-2009_12
ORD IDord-886c6b3c817f4e4caa1e757de466d6f9
Source noteuspto-grants-2009_12