Triethylamine → 3-Octadecyloxy-2-succinimidopropanol

HRID 1906197

Reaktionsgleichung

Reaktionsgleichung von HRID 1906197
[CH2:1]([O:19][CH2:20][CH:21]([NH2:24])[CH2:22][OH:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:25]([CH:30]1[CH2:35][C:34](=[O:36])NC1=O)(OCC)=[O:26].C(N(CC)CC)C>ClCCl>[CH2:1]([O:19][CH2:20][CH:21]([N:24]1[C:25](=[O:26])[CH2:30][CH2:35][C:34]1=[O:36])[CH2:22][OH:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 142607943-Octadecyloxy-2-aminopropanolHCID 23635561Ethyl 2,5-dioxo-3-pyrrolidinecarboxylate

Produkt 1

HCID 137280353-Octadecyloxy-2-succinimidopropanolAusbeute 21 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 3.43 g (10 mmoles) of 3-octadecyloxy-2-aminopropanol synthesized according to the method of J. Hajdu et al. [J. Org. Chem., 48, 1197-1202 (1983)] and 1.73 g (10 mmoles) of carboethoxysuccinimide in 50 ml of dichloromethane was stirred, and 1.01 g of triethylamine was added to the mixture under ice-cooling. The resulting mixture was stirred at room temperature for 30 hours and concentrated to dryness. The residue was purified by silica gel chromatography to give 894 mg of the desired 2-succinimidopropane derivative.

Aufarbeitung

  1. customsynthesized
  2. temperaturecooling
  3. concentrationconcentrated to dryness
  4. customThe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3b74c473bba747529d9184c35de7362a
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04650791

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