Ethyl chloroformate → HCID 9907554, Verbindung

HRID 1596436

Reaktionsgleichung

Reaktionsgleichung von HRID 1596436
[CH2:1]([O:3][C:4](Cl)=[O:5])[CH3:2].[CH:7]12[CH2:15][CH:11]([CH2:12][NH:13][CH2:14]1)[CH2:10][N:9]([CH2:16][CH:17]([OH:28])[CH2:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][CH:21]=1)[CH2:8]2.[OH-].[Na+]>C(Cl)Cl>[C:24]([C:23]1[CH:22]=[CH:21][C:20]([O:19][CH2:18][CH:17]([OH:28])[CH2:16][N:9]2[CH2:8][CH:7]3[CH2:15][CH:11]([CH2:12][N:13]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:14]3)[CH2:10]2)=[CH:27][CH:26]=1)#[N:25]

Komponenten

5

Edukt 3

HCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 217019464-[3-(3,7-Diazabicyclo[3.3.1]non-3-yl)-2-hydroxypropoxy]benzonitrile

Produkt 1

HCID 9907554HCID 9907554, VerbindungAusbeute 49,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Ethylchloroformate (930 mg; 8.4 mmol) was added to a stirred solution of 4-[3-(3,7-diazabicyclo[3.3.1]non-3-yl)-2-hydroxypropoxy]benzonitrile (2.3 g; 7.6 mmol; see Example G above) and NaOH (1.5 mL; 10 M) in DCM (60 mL). The solution was stirred at rt. for 1 h, washed with water and the organic layer was separated, dried (Na2SO4) and concentrated. Purification using column chromatography (DCM:MeOH; 19:1) gave the title compound (1.4 g).

Aufarbeitung

  1. washwashed with water
  2. customthe organic layer was separated
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-ea19e3db89fd438aab3cc3b1c44d07e7
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06291475B1

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