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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376370Generated: October 31, 2026

Water → HCID 23114213, compound

https://huagongshe.com/reaction/2376370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantHCID 23113958HCID 23113958—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23114213HCID 23114213—

Reaction Steps

To a solution of 3-(3-bromophenyl)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran obtained in Reference Example 203 (1.77 g, 5.57 mmol) in THF (20 mL) was added dropwise n-butyllithium (1.6 M hexane solution, 4.18 mL, 6.68 mmol) under argon atmosphere at −78° C., and the mixture was stirred for 30 minutes. To the reaction solution was added dropwise DMF (0.86 mL, 11.14 mmol) at the same temperature, and the mixture was stirred for 30 minutes, and then was warmed to room temperature. Water was added to the reaction solution, which was extracted with ethyl acetate, and then the organic layer was dried over anhydrous sodium sulfate, was filtered, and then was concentrated under reduced pressure to give 1.48 g (yield is quantitative) of the title compound. Oily matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465815B2
Source datasetuspto-grants-2008_12
ORD IDord-235f93068454441f93109b7cabc88e6c
Source noteuspto-grants-2008_12