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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 399475Generated: October 30, 2026

Methanol → 2-Chloro-4-nitrobenzaldehyde

https://huagongshe.com/reaction/399475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHCID 18967570HCID 18967570—
ReactantDiisobutylaluminumhydrideHCID 21225700—
SolventTolueneHCID 1140—
Product2-Chloro-4-nitrobenzaldehydeHCID 27816652.7%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Di-isobutylaluminium hydride (1.5M in toluene, 16.34 ml) was added to a stirred solution of 2-chloro-N-methoxy-N-methyl-4-nitrobenzamide (5 g) in toluene (100 ml) which had been cooled to -78° C. The mixture was stirred for 40 minutes. Methanol (10 ml) was added and the solvent was evaporated. The residue was partitioned between ethyl acetate and 2M aqueous hydrochloric acid. The organic solution was washed with water, dried (MgSO4) and evaporated to give 2-chloro-4-nitrobenzaldehyde (2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05821246
Source datasetuspto-grants-1998_10
ORD IDord-e15476b67e3d46d4b96def7e1d217270
Source noteuspto-grants-1998_10