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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471439Generated: October 29, 2026

Ammonium Chloride → (1S,2S)-2-{4-[(R)-5-Cyano-4-(4-hydroxy-2,6-dimethyl-phenyl)-indan-1-yloxy]-phenyl}cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/471439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 86703878HCID 86703878—
SolventTetrahydrofuranHCID 8028—
Product(1S,2S)-2-{4-[(R)-5-Cyano-4-(4-hydroxy-2,6-dimethyl-phenyl)-indan-1-yloxy]-phenyl}cyclopropanecarboxylic acid ethyl esterHCID 8670388077.1%

Reaction Steps

(1S,2S)-2-(4-{(R)-4-[4-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-phenyl]-5-cyano-indan-1-yloxy}-phenyl)-cyclopropanecarboxylic acid ethyl ester (500 mg, 0.86 mmol) is dissolved in 10 mL of tetrahydrofuran, a 1 M aqueous solution of tetrabutylammonium fluoride (2 mL, 2.00 mmol) is added and the reaction mixture is stirred at room temperature for 3 h. 2 mL of an ammonium chloride saturated aqueous solution is added and the reaction mixture is concentrated under vacuum. The crude product obtained is purified by flash chromatography (cyclohexane/ethyl acetate 100/01→50/50) to give the title compound (Yield: 310 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633182B2
Source datasetuspto-grants-2014_01
ORD IDord-9a60e37492cb4c548df1f7c716fd790f
Source noteuspto-grants-2014_01