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HRID 1697190Erstellt: 26. Oktober 2026

Lithium Hydroxide → (S)-2-(tert-butoxycarbonyl)-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)propanoic acid

https://huagongshe.com/reaction/1697190

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium HydroxideHCID 3939—
Edukt(S)-methyl 2-(tert-butoxycarbonyl)-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)propanoateHCID 67165733—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(S)-2-(tert-butoxycarbonyl)-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)propanoic acidHCID 67164411106%

Reaktionsschritte

To a solution of (S)-methyl 2-(tert-butoxycarbonyl)-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)propanoate (1850 mg, 5 mmol) in 50 mL of THF at 0° C. was added LiOH (0.2 M, 26 ml, 5 mmol) over 10 minutes. The reaction was stirred for 2 hours and was then washed with ether (200 mL), acidified to pH 4 with 2 N HCl and extracted with ethyl acetate (4×100 mL). The organics were washed with water and brine and dried over sodium sulfate. Concentration provided (S)-2-(tert-butoxycarbonyl)-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)propanoic acid (1.75 g, 98% yield) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08163909B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-625c683772c1451d8b252db47dc2d5ee
Quellennotizuspto-grants-2012_04