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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8894Generated: October 25, 2026

Aluminium lithium hydride → (1-Cyclopropyl-2,5-dimethyl-1H-imidazol-4-yl)-methanol

https://huagongshe.com/reaction/8894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl 1-cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylateHCID 45097089—
SolventTetrahydrofuranHCID 8028—
Product(1-Cyclopropyl-2,5-dimethyl-1H-imidazol-4-yl)-methanolHCID 21985389104.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

Cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylic acid ethyl ester (0.7 g, 3 mmol) was dissolved in 20 mL dry THF and cooled to 0° C. Lithium aluminum hydride (3.4 mL, 1M in THF, 3 mmol) was added dropwise and stirred for 1 h at 0° C. The reaction mixture was quenched with 0.13 ml of water, 0.13 ml of 4N sodium hydroxide and 0.4 ml of water. Sodium sulfate was added, stirred for 10 min, filtered and evaporated to dryness to obtain the desired compound as a light yellow solid (0.52 g, 93%), MS: m/e=167.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091222B2
Source datasetuspto-grants-2006_08
ORD IDord-aa284e86cc9240c4ba4ba2f67db199c4
Source noteuspto-grants-2006_08