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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032608Generated: October 29, 2026

Dimethylformamide → 1-[4-(2,3-Dihydro-2,2-dimethyl-7-benzofuranylmethyloxy)phenyl]-3,3-dimethylurea

https://huagongshe.com/reaction/1032608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantUrea, N'-(4-hydroxyphenyl)-N,N-dimethyl-HCID 3014146—
Reactant7-(Chloromethyl)-2,2-dimethyl-2,3-dihydro-1-benzofuranHCID 7537485—
SolventWaterHCID 962—
Product1-[4-(2,3-Dihydro-2,2-dimethyl-7-benzofuranylmethyloxy)phenyl]-3,3-dimethylureaHCID 1449987177%

Reaction Conditions

Temperature80 °C

Reaction Steps

3.0 g of 2,3-dihydro-2,2-dimethyl-7-benzofuranylmethyl chloride and 3.0 g of 1-(4-hydroxyphenyl)-3,3-dimethylurea were dissolved into 20 ml of dried N,N-dimethylformamide, and 2.5 g of anhydrous potassium carbonate was added thereto. After the mixture was stirred at 80° C. for 4 hours, the reaction mixture was poured into water and extracted with ethyl acetate. After the organic layer was washed with water, it was dried over anhydrous magnesium sulfate and ethyl acetate was distilled off. The residue was subjected to silica gel column chromatography using ethyl acetate/n-hexane (1/1) as a developer to obtain 4.0 g of Compound No. 7 shown in Table 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04959092
Source datasetuspto-grants-1990_09
ORD IDord-7e4396c81b394f1b8e8329ab0af6ea13
Source noteuspto-grants-1990_09