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HRID 2216211Erstellt: 25. Oktober 2026

Triethylamine → [4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyloxy]-acetic acid tert-butyl ester

https://huagongshe.com/reaction/2216211

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
Edukt(3-Iodo-4-methyl-benzyloxy)-acetic acid tert-butyl esterHCID 69586267—
KatalysatorHCID 178418476HCID 178418476—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt[4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyloxy]-acetic acid tert-butyl esterHCID 69586766—

Reaktionsschritte

The procedure used in Example 3: step b was followed using (3-iodo-4-methyl-benzyloxy)-acetic acid tert-butyl ester ((Example 300: step a) 600 mg, 1.65 mmol), PdCl2(PPh3)2 (58 mg, 0.08 mmol), triethylamine (1.25 mL, 9.4 mmol), and 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (0.91 mL, 6.4 mmol) in dioxane (5 mL). Analogous aqueous workup and purification by SiO2 flash column chromatography yielded the title compound contaminated with the product resulting from halide reduction (569 mg, 95%). The material was used without further purification. 1H-NMR (CDCl3): δ 7.73 (d, 1H, J=1.9 Hz), 7.38 (dd, 1H, J=2.1, 7.9 Hz), 7.18 (d, 1H, J=7.9 Hz), 4.61 (s, 2H), 3.97 (s, 2H), 2.55 (s, 3H), 1.50 (s, 9H), 1.37 (s, 9H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07109354B2
Quelldatensatzuspto-grants-2006_09
ORD IDord-e09c820912814451a06150a1c837e164
Quellennotizuspto-grants-2006_09