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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272628Generated: November 1, 2026

1-Nitropropane → HCID 90300729, compound

https://huagongshe.com/reaction/2272628

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-NitropropaneHCID 7903—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantSodium chloride; waterHCID 57417360—
ReactantHCID 86729778HCID 86729778—
ProductHCID 90300729HCID 9030072984%

Reaction Steps

A solution of the compound obtained in Step 1 of Example 48 (1.2 g, 5.44 mmol) and DBU (0.984 mL, 6.53 mmol) in 1-nitropropane (2.420 mL, 27.19 mmol) was stirred at 60° C. for 2 hr. To the reaction solution was added brine at room temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 30% ethyl acetate/hexane) to give N-(3-chloro-4-cyanophenyl)-3-methyl-4-nitrohexanamide (1.420 g, 4.58 mmol, 84%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120776B2
Source datasetuspto-grants-2015_09
ORD IDord-98f1401b8d8b427597d76c7180ec1b7a
Source noteuspto-grants-2015_09