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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198118Generated: November 3, 2026

Dimethylformamide → HCID 19103968, compound

https://huagongshe.com/reaction/1198118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(4-Bromobutyl)phthalimideHCID 93575—
ReactantHCID 178516071HCID 178516071—
SolventWaterHCID 962—
ProductHCID 19103968HCID 1910396823.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-hydroxypyridine (6.0 g), N-(4-bromobutyl)phthalimide (17.8 g), potassium carbonate (8.7 g) and N,N-dimethylformamide (DMF) (80 ml) was stirred at 100° C. for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), then the solvent was distilled off under reduced pressure. The oily residue was subjected to a silica gel column chromatography. From the fraction eluted with chloroform-ethyl acetate (4:1 v/v), N-[4-(2-pyridyloxy)butyl]phthalimide (4.4 g, 23%) was obtained Recrystallization of the product from ether gave colorless prisms, m.p. 77° C. to 78° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05280022
Source datasetuspto-grants-1994_01
ORD IDord-85bcc22e94fe4a97a984ce9d70cbd22a
Source noteuspto-grants-1994_01