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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051529Generated: November 2, 2026

Water → 4,6-Dichloropyridine-3-carbaldehyde

https://huagongshe.com/reaction/1051529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 4,6-dichloropyridine-3-carboxylateHCID 600045—
SolventDichloromethaneHCID 6344—
Product4,6-Dichloropyridine-3-carbaldehydeHCID 2169804265%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of ethyl 4,6-dichloronicotinate (500 mg, 2.43 mmol) in DCM at −78° C., DIBAL-H (2.67 mL, 2.67 mmol) was added dropwise and stirred for 3 h at −78° C. The mixture was allowed to warm up to 0° C. then water (0.12 mL) was added dropwise to the mixture followed by aq. NaOH (15%, 0.12 mL). H2O (0.3 mL) was added then the mixture was warmed up to room temperature and stirred for 15 min and the organic layer collected, dried over MgSO4 and filtered with the filtrate concentrated to give the desired product with was used without further purification (280 mg, Yield 65%). LCMS (m/z): 176.1 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-f55e2f045b7b48f7a09c51bc41532c78
Source noteuspto-grants-2016_07