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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368556Generated: October 30, 2026

Water → HCID 178466002, compound

https://huagongshe.com/reaction/1368556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-Methoxy-N-methylacetamideHCID 537505—
ReactantHCID 22018349HCID 22018349—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 178466002HCID 17846600296.1%

Reaction Conditions

Temperature-70 °C

Reaction Steps

1-(6-Bromonaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (7.0 g) was dissolved in THF (150 ml). The solution was cooled to −70° C. To the mixture was slowly added a solution of n-butyl lithium in hexane (1.6 M; 16.4 ml), and the mixture was stirred at −70° C. for 20 min. To the mixture was added dropwise a solution of N-methyl-N-methoxyacetamide (2.45 g) in THF (10 ml), and the mixture was stirred at −70° C. for 20 min. To the mixture was added water, and the mixture was extracted with ethyl acetate, washed with saturated sodium chloride solution and dried. The solvent was distilled off and the residue was purified column chromatography (eluent, hexane:THF=6:1→3:1) to give the titled compound (3.53 g) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06573289B1
Source datasetuspto-grants-2003_06
ORD IDord-2667ef78a5904bd29faca25e0650d449
Source noteuspto-grants-2003_06