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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222370Generated: October 30, 2026

Water → {1-[(3,4-Dichlorophenyl)methyl]-1H-1,2,3-triazol-4-yl}methanol

https://huagongshe.com/reaction/222370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 1-[(3,4-dichlorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylateHCID 59583668—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product{1-[(3,4-Dichlorophenyl)methyl]-1H-1,2,3-triazol-4-yl}methanolHCID 59583661—

Reaction Steps

To a solution of ethyl 1-[(3,4-dichlorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylate (Intermediate 10) (0.33 g, 1.09 mmol) in THF was added a 1M solution of DIBAL-H in toluene (2.3 mL, 2.1 eq) and the reaction was stirred at room temperature for 2 hours. The reaction was not completed. Two more equivalents of a 1M solution of DIBAL-H in toluene were added and the reaction was stirred for a further 18 hours. Solid NH4Cl was added followed by water and the aqueous phase was extracted with ether, ethyl acetate, dried over sodium sulphate and evaporated. The title compound was obtained as a white powder after recrystallisation from isopropyl ether (170 mg, 60%). LC/MS: m/z 258 (M+H)+ Rt: 2.45 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207204B2
Source datasetuspto-grants-2012_06
ORD IDord-efeca2dbc8294417bf15836d54fa7292
Source noteuspto-grants-2012_06