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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368534Generated: October 25, 2026

Dimethylformamide → HCID 178450085, compound

https://huagongshe.com/reaction/1368534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantIodomethyl pivalateHCID 104401—
Reactant6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphtholHCID 22018385—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 178450085HCID 17845008541%

Reaction Steps

Sodium hydride (60% oil dispersion, 0.120 g) was added to DMF (15 ml), and to the mixture was slowly added 1-(6-hydroxynaphthalen-2-yl)-1-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol (1.397 g) under ice cooling, and the mixture was stirred for 30 min under ice cooling. To the mixture was added iodomethyl pivalate (0.83 g), and the mixture was stirred at room temperature for 6 h. To the mixture were added water and ethyl acetate, and the organic layer was washed with water and saturated solution of sodium chloride. The extract was dried and concentrated. The obtained residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=5:1→3:1). Recrystallization from hexane-ethyl acetate to give the titled compound (0.433 g) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06573289B1
Source datasetuspto-grants-2003_06
ORD IDord-5f5c8c2ed56341c4b3900a3ea726ccbd
Source noteuspto-grants-2003_06