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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406547Generated: October 30, 2026

Hydrochloric Acid → {(S)-6-[(R)-4-Hydroxymethyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

https://huagongshe.com/reaction/2406547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium borohydrideHCID 4311764—
Reactant{(S)-6-[(R)-4-Formyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 86700810—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product{(S)-6-[(R)-4-Hydroxymethyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 86700812—

Reaction Steps

NaBH4 (18 mg) is added to a solution of {(S)-6-[(R)-4-formyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester (0.20 g) in tetrahydrofuran (4 mL) and water (1 mL) at room temperature. The mixture is stirred at room temperature for 30 min. 1 N aqueous HCl solution is added and the mixture is extracted with ethyl acetate. The combined extract is washed with brine, dried (Na2SO4), and concentrated to give the title compound. The crude product is submitted to the next reaction step without further purification. LC (method 2): tR=1.19 min; Mass spectrum (ESI+): m/z=421 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809376B2
Source datasetuspto-grants-2014_08
ORD IDord-effa6a6f17454adc9f4ed9e8e8f8c007
Source noteuspto-grants-2014_08