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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1737210Generated: October 31, 2026

Sodium hydride → HCID 73848368, compound

https://huagongshe.com/reaction/1737210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 240448HCID 240448—
ReactantHCID 10956231HCID 10956231—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 73848368HCID 73848368—

Reaction Steps

To a solution of the title compound of Step C (700 mg, 3.7 mmol) in dimethylformamide (10 mL) was added sodium hydride as a 60% oil dispersion (160 mg) followed by the title compound of Step B. The mixture was stirred at room temperature for 4 h and then was diluted with ethyl acetate. The solution was washed with water and then saturated sodium chloride solution. The organic phase was dried (MgSO4) and concentrated under reduced pressure to afford an oil. Chromatography of this oil on silica gel with 20-30% ethyl acetate in hexanes afforded 1.0 g of the title compound of Step D, a compound of the invention, as an oil which solidified on standing. 1H NMR (CDCl3): δ 7.68 (m,7H), 5.2 (m,2H), 3.47 (s,3H), 2.75 (m,4H), 2.15 (s,3H), 1.78 (m,4H). This material was used in the preparation of Example 4 without further characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05962436
Source datasetuspto-grants-1999_10
ORD IDord-1db286a674804a7498f6b482b84c4373
Source noteuspto-grants-1999_10