Triethylamine → HCID 53921157, Verbindung

HRID 379038

Reaktionsgleichung

Reaktionsgleichung von HRID 379038
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[I:11])[C:5]([OH:7])=[O:6].[CH:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][C:13]=1B(O)O.[CH2:25](N(CC)CC)C>C(Cl)Cl>[CH3:25][O:6][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([I:11])=[C:2]([O:1][C:13]2[CH:14]=[CH:15][C:16]3[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:12]=2)[CH:3]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 7368543-Hydroxy-4-iodobenzoic acidHCID 2734375(Naphthalen-2-yl)boronic acid

Produkt 1

HCID 53921157HCID 53921157, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 3-hydroxy-4-iodo-benzoic acid acid methyl ester (0.505 g, 1.82 mmol), cupric acetate (0.330 g, 1.82 mmol), 2-naphthylboronic acid (0.625 g, 3.63 mmol) and powdered 4A molecular sieves (0.3 g) in CH2Cl2 (21 mL) was treated with triethylamine (1.27 mL, 9.08 mmol) and stirred at ambient temperature for 18 hr. The reaction mixture was filtered through celite, concentrated to dryness and chromatographed (SiO2, 5-40% EtOAc: hexane) to give the title compound. FAB mass spectrum (M+1) 405.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite,
  2. concentrationconcentrated to dryness
  3. customchromatographed (SiO2, 5-40% EtOAc: hexane)

Quellen und Nachweise

ORD-Eintrag
ord-4c3bea01e7014b94b4af9526bf27f2c4
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06297239B1

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