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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904552Generated: October 31, 2026

Dimethylformamide → HCID 15729794, compound

https://huagongshe.com/reaction/1904552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Chloro-4-nitrobenzeneHCID 7474—
ReactantPotassium HydroxideHCID 14797—
Reactant2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-7-olHCID 11041281—
SolventTolueneHCID 1140—
ProductHCID 15729794HCID 1572979484%

Reaction Conditions

Temperature110 °C

Reaction Steps

2,3-Dihydro-2,2-dimethyl-7-hydroxy-4H-1-benzopyran (2.0 g) synthesized as in Referential Example 19, 1.8 g of p-chloronitrobenzene, 0.9 g of potassium hydroxide, 20 ml of N,N-dimethylformamide and 10 ml of toluene were put into a flask equipped with the DeanStark condenser, and were heated to 110° C. While removing evaporated water as an azeotrope with toluene, the reaction was carried out for 1 hour. After cooling, the reaction mixture was poured into water, and extracted with ethyl acetate. The extract was dried over magnesium sulfate, and the solvents were evaporated. The residue was purified by column chromatography to give 2.8 g (yield 84%) of the desired product as a brown liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04838924
Source datasetuspto-grants-1989_06
ORD IDord-c47418338bc1479493fceefb2d20359c
Source noteuspto-grants-1989_06