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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1787224Generated: October 30, 2026

Water → HCID 23114348, compound

https://huagongshe.com/reaction/1787224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrrolidineHCID 31268—
ReactantSodium borohydrideHCID 4311764—
ReactantN-(7-Formyl-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamideHCID 23114128—
CatalystTitanium isopropoxideHCID 11026—
SolventMethanolHCID 887—
ProductHCID 23114348HCID 2311434849.6%

Reaction Steps

To a solution of pyrrolidine (0.20 mL, 2.4 mmol) in methanol (5 mL) was added titanium tetraisopropoxide (0.36 mL, 1.20 mmol) and N-(7-formyl-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide (250 mg; 0.61 mmol) obtained in Example 20 at 0° C. and the resulting mixture was stirred at room temperature for 14 hours. To the reaction solution was added sodium borohydride (23.2 mg, 0.61 mol) at room temperature and the resulting mixture was stirred for 1.5 hours. Water was added to the reaction solution and the product was concentrated under reduced pressure, and the residue was extracted with ethyl acetate. The obtained residue was purified by basic silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain 140 mg (yield: 49%) of the title compound. Amorphous substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507841B2
Source datasetuspto-grants-2009_03
ORD IDord-336e57978599436d984e5142471ca859
Source noteuspto-grants-2009_03