Water → (S)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamic acid ethyl ester

HRID 606292

Reaktionsgleichung

Reaktionsgleichung von HRID 606292
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[C@@H:7]1([NH2:17])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9][CH2:8]1.C([O-])([O-])=O.[K+].[K+].O>CC#N>[CH2:5]([O:4][C:2](=[O:3])[NH:17][C@@H:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9][CH2:8]1)[CH3:6]

Komponenten

6

Edukt 4

HCID 962WaterHCID 10928Ethyl chloroformateHCID 11430Potassium CarbonateHCID 70580741-Aminotetralin, (S)-

Produkt 1

HCID 7768470(S)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Ethyl chloroformate (7.74 g, 71.3 mmol) is added dropwise to a mixture of (S)-1,2,3,4-tetrahydro-naphthalen-1-ylamine (10.0 g, 67.9 mmol) and K2CO3 (18.8 g, 136 mmol) in CH3CN (100 mL). The resulting mixture is stirred at room temperature overnight. Water (100 mL) is added and the mixture is extracted with ether (2×100 mL). The combined extract is washed with 1 N HCl (2×10 mL), water, dried (Na2SO4), and concentrated in vacuo to give (S)-(1,2,3,4-tetrahydro-naphthalen-1-yl)-carbamic acid ethyl ester as a solid.

Aufarbeitung

  1. extractionthe mixture is extracted with ether (2×100 mL)
  2. extractionThe combined extract
  3. washis washed with 1 N HCl (2×10 mL), water
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-db36890a6eb64c089fc51b20a96349ca
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915288B2

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