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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1177195Erstellt: 25. Oktober 2026

Triethylamine → tert-Butyl 4-hydroxy-2-(hydroxymethyl)-2,3-dihydrobenzofuran-6-carboxylate

https://huagongshe.com/reaction/1177195

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPotassium CarbonateHCID 11430—
Edukt3,5-Bis-benzyloxy-4-oxiranylmethyl-benzoic acid tert-butyl esterHCID 59560236—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
Produkttert-Butyl 4-hydroxy-2-(hydroxymethyl)-2,3-dihydrobenzofuran-6-carboxylateHCID 2506732156,3%

Reaktionsschritte

A mixture of 3,5-bis-benzyloxy-4-oxiranylmethyl-benzoic acid tert-butyl ester (200e) (55 g, 0.12 mol), 10% Pd on Carbon (5 g), Et3N (15 g, 0.14 mol), and K2CO3 (20 g, 0.14 mol) in MeOH (250 mL) was stirred under 760 mmHg of H2 at room temperature for 4 hr. TLC (EtOAc/petroleum oil=1/2) showed the reaction was complete. The mixture was filtered through Celite. The filtrate was concentrated and the residue was purified by column chromatography (EtOAc/petroleum ether=1/3) to give the title compound (18 g, 55% yield) as an off-white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07842713B2
Quelldatensatzuspto-grants-2010_11
ORD IDord-e69a0d534c174f34ae9971081836ad23
Quellennotizuspto-grants-2010_11