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Triethylamine → HCID 178462020, Verbindung

HRID 1806724
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1806724
Cl.[C:2]([O:6][C:7](=[O:11])[C@H:8]([CH3:10])[NH2:9])([CH3:5])([CH3:4])[CH3:3].[O-]S([O-])(=O)=O.[Mg+2].C(N(CC)CC)C.[CH3:25][C:26]([CH3:31])([CH3:30])[CH2:27][CH:28]=O>C(Cl)Cl>[C:2]([O:6][C:7](=[O:11])[C@@H:8](/[N:9]=[CH:28]/[CH2:27][C:26]([CH3:31])([CH3:30])[CH3:25])[CH3:10])([CH3:5])([CH3:4])[CH3:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 763353,3-DimethylbutanalHCID 11275390tert-Butyl alaninate hydrochloride

Produkt 1

HCID 178462020HCID 178462020, VerbindungAusbeute 101,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

A mixture of L-alanine tert-butyl ester hydrochloride (Bachem) (1.8 g, 10 mmol) and MgSO4 in CH2Cl2 (100 mL) was added triethylamine (1.5 g, 15 mmol). The mixture was stirred at room temperature for 1 h, and 3,3-dimethyl-butyraldehyde (1 g, 10 mmol) was added. The reaction mixture was stirred at room temperature for 18 h. The mixture was filtered, and the filtrate was washed with water, brine, and concentrated. The residue was dried under reduced pressure to give (S)-2-[3,3-dimethyl-but-(E)-ylideneamino]-propionic acid tert-butyl ester as colorless oil (2.3 g, 100%) which was used without further purification.

Aufarbeitung

  1. stirringThe reaction mixture was stirred at room temperature for 18 h
  2. filtrationThe mixture was filtered
  3. washthe filtrate was washed with water, brine
  4. concentrationconcentrated
  5. customThe residue was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f40bad915ad44f298c57993a44c13266
Quelldatensatz
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08354444B2

Notizen zur Reaktion

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