Acetic Anhydride → N-Acetoxyhexyl-1,2,3,4-tetrahydroquinoline

HRID 6207Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 6207
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:17]2[CH:12]([CH2:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1.[C:18](OC(=O)C)(=[O:20])[CH3:19].C(N(CC)CC)C>ClCCl>[C:18]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)(=[O:20])[CH3:19]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 67859558N-hydroxyhexyltetrahydroquinoline

Produkt 1

HCID 53737711N-Acetoxyhexyl-1,2,3,4-tetrahydroquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 233.4 g (1 mole) of N-hydroxyhexyltetrahydroquinoline and 153.1 g (1.5 moles) of acetic anhydride in dichloromethane are added 151.8 g (1.5 moles) of triethylamine and 8.5 g (1 mole %) of 4-N,N-dimethylaminopyridine, and the reaction is stirred at room temperature for 3 hours. The product solution is washed with cold 2N HCl followed by saturated sodium bicarbonate, and the organic layer is filtered through cotton and evaporated.

Aufarbeitung

  1. washThe product solution is washed with cold 2N HCl
  2. filtrationthe organic layer is filtered through cotton
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-bf199b56f7eb4319ac3c695eb26223f8
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05247042

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