Dichloromethane → Benzyl N-(3-hydroxypropyl)carbamate

HRID 85352

Reaktionsgleichung

Reaktionsgleichung von HRID 85352
[NH2:1][CH2:2][CH2:3][CH2:4][OH:5].C([O-])([O-])=O.[Na+].[Na+].[CH:12]1[CH:17]=[CH:16][C:15]([CH2:18][O:19][C:20](Cl)=[O:21])=[CH:14][CH:13]=1.C(Cl)Cl>C1COCC1.O>[OH:5][CH2:4][CH2:3][CH2:2][NH:1][C:20](=[O:21])[O:19][CH2:18][C:15]1[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=1

Komponenten

7

Edukt 4

HCID 6344DichloromethaneHCID 90863-Amino-1-propanolHCID 10340Sodium CarbonateHCID 10387Benzyl chloroformate

Produkt 1

HCID 562256Benzyl N-(3-hydroxypropyl)carbamateAusbeute 90,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a mixture of 3-aminopropan-1-ol (5.0 g, 67 mmol), Na2CO3 (8.8 g, 83 mmol) in THF (40 mL) and H2O (130 mL) at 0° C. was added Cbz-Cl (14.8 g, 87 mmol). The reaction mixture was stirred (RT, 1 h). Water (500 mL) and CH2Cl2 (500 mL) were added, and the layers were separated. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (PE:EtOAc, 5:1) to afford benzyl 3-hydroxypropylcarbamate as a white solid (12.6 g, 90.5%).

Aufarbeitung

  1. customthe layers were separated
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel chromatography (PE:EtOAc, 5:1)

Quellen und Nachweise

ORD-Eintrag
ord-15d10ead0c554d5d9ce2ae92b7fb8a25
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846972B2

Verknüpfte Notizen

Wird geladen…