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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714629Generated: October 31, 2026

Lithium Chloride → [1-(2,6-Dichlorobenzyl)-4-nitro-1H-imidazol-2-yl]methanol

https://huagongshe.com/reaction/714629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
ReactantSodium borohydrideHCID 4311764—
ReactantPotassium sodium tartarateHCID 9855836—
ReactantEthyl 1-(2,6-dichlorobenzyl)-4-nitro-1H-imidazole-2-carboxylateHCID 67409298—
Solvent1,2-DimethoxyethaneHCID 8071—
Product[1-(2,6-Dichlorobenzyl)-4-nitro-1H-imidazol-2-yl]methanolHCID 67410386—

Reaction Steps

1200 mg (3.5 mmol) of the compound from Example 33A together with 15 mg (0.35 mmol) of lithium chloride were dissolved in 53 ml 1,2-dimethoxyethane, and 198 mg (5.23 mmol) of sodium borohydride were added at 0° C. The mixture was stirred at RT for 1 h. For work-up, 25 ml of a saturated potassium sodium tartrate solution were added with ice cooling and the mixture was extracted with 50 ml of ethyl acetate. The organic phase was dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel (mobile phase: ethyl acetate/cyclohexane 1:1). This gave 800 mg (76% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187466B2
Source datasetuspto-grants-2015_11
ORD IDord-dd5f10d1e3d04799aab6c5d482bccdb3
Source noteuspto-grants-2015_11