Diisopropylethylamine → HCID 86762365, Verbindung

HRID 2367928Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2367928
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[C:11]([C:15]2[N:20]=[C:19]([C:21]([O:23][CH3:24])=[O:22])[CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:13][CH:14]=1.[Cl:25][C:26](Cl)([O:28]C(=O)OC(Cl)(Cl)Cl)Cl.CCN(C(C)C)C(C)C>C(OCC)(=O)C>[Cl:25][C:26]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[C:11]([C:15]2[N:20]=[C:19]([C:21]([O:23][CH3:24])=[O:22])[CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:13][CH:14]=1)=[O:28]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 66815740HCID 66815740, Verbindung

Produkt 1

HCID 86762365HCID 86762365, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

To a solution of methyl 6-(3-(6-hydroxyhexyloxy)phenyl)picolinate (13), (33 mg, 0.10 mmol, 1 eq.) in ethyl acetate (1 mL) was added triphosgene (14 mg, 0.047 mmol, 1.4 eq) dissolved in a minimum amount of ethyl acetate, followed immediately by DIEA (26 μL, 20 mg, 0.15 mmol, 1.5 eq). The mixture was stirred at room temperature for 30 min, the precipitated DIEA hydrochloride was filtered off, and the filtrate evaporated to dryness in vacuo. The oily residue of crude 14 was used directly for the next step.

Aufarbeitung

  1. filtrationthe precipitated DIEA hydrochloride was filtered off
  2. customthe filtrate evaporated to dryness in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f8c69387cab444e196d5b49cd848555c
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08703700B2

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