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

HRID 1392606Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1392606
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-d5f86fa98a22475780e8092cf46ec165
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07342115B2

Notizen zur Reaktion

Wird geladen…