1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66637839, Verbindung

HRID 451285Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 451285
[C:1]([O:12][CH3:13])(=[O:11])[C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([O-:7])=O)[CH:3]=1.[CH3:14][O:15][CH:16]([O:19][CH3:20])[CH2:17][NH2:18].CCN=C=NCCCN(C)C.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH3:13][O:12][C:1](=[O:11])[C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([NH:18][CH2:17][CH:16]([O:19][CH3:20])[O:15][CH3:14])=[O:7])[CH:3]=1

Komponenten

6

Edukt 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 89728Aminoacetaldehyde dimethyl acetalHCID 69512791,3-Benzenedicarboxylic acid, monomethyl ester

Produkt 1

HCID 66637839HCID 66637839, VerbindungAusbeute 104,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Mono-methyl isophthalate (1 g, 5.55 mmol), amino acetaldehyde dimethyl acetal (569 μL, 5.28 mmol) and EDCI (1.52 g, 7.92 mmol) were dissolved in 55 mL DCM, followed by the addition of DIPEA (1.84 mL, 10.56 mmol). The reaction was allowed to stir at room temperature for 2 hours. It was then taken up in 50 mL of DCM, washed with saturated NaHCO3 solution (100 mL), and brine (100 mL). The organic layer was dried over MgSO4, filtered and concentrated to afford the crude product (1.48 g) as a clear oil which was used in the next step without further purification.

Aufarbeitung

  1. washwashed with saturated NaHCO3 solution (100 mL), and brine (100 mL)
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f5ead234c5ec4239bd1bcc629e18c052
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08487107B2

Notizen zur Reaktion

Wird geladen…