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Triethylamine → tert-butyl N-(12-mesyloxydodecyl)carbamate

HRID 1003313
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1003313
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18].[S:22](Cl)([CH3:25])(=[O:24])=[O:23].C(N(CC)CC)C.C(OCC)(=O)C>O1CCCC1>[C:15]([NH:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][O:1][S:22]([CH3:25])(=[O:24])=[O:23])([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:21]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 31297Methanesulfonyl chlorideHCID 3613308Tert-butyl N-(12-hydroxydodecyl)carbamate

Produkt 1

HCID 18796422tert-butyl N-(12-mesyloxydodecyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

To a solution of 8.96 g of tert-butyl N-(12-hydroxydodecyl)carbamate in 60 ml of tetrahydrofuran were successively added dropwise under ice-cooling 2.1 ml of mesyl chloride and 3.8 ml of triethylamine and the mixture was stirred for one hour. To the reaction solution was added ethyl acetate and the mixture was washed successively with water, a saturated aqueous solution of sodium hydrogen carbonate, water and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure to afford 8.06 g of the title compound.

Aufarbeitung

  1. washthe mixture was washed successively with water
  2. dry with materiala saturated aqueous solution of sodium hydrogen carbonate, water and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-35815c04597541bbb67a2f364b5cabef
Quelldatensatz
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06046201

Notizen zur Reaktion

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