N-Methylbenzylamine → 1-Chloroethyl benzyl(methyl)carbamate

HRID 335535

Reaktionsgleichung

Reaktionsgleichung von HRID 335535
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl[C:11]([O:13][CH:14]([Cl:16])[CH3:15])=[O:12]>CCOC(C)=O.C([O-])(O)=O.[Na+]>[CH2:3]([N:2]([CH3:1])[C:11](=[O:12])[O:13][CH:14]([Cl:16])[CH3:15])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 7669N-MethylbenzylamineHCID 5213051-Chloroethyl chloroformate

Produkt 1

HCID 668694551-Chloroethyl benzyl(methyl)carbamateAusbeute 54,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

To a vigorously stirred suspension of N-methylbenzylamine (0.260 mL, 2 mmol) in EtOAc (3 mL) and 3 mL of saturated NaHCO3 solution was added 1-chloroethyl chloroformate (0.160 mL, 2 mmol). Effervescence was observed. Once gas production had ceased, the reaction mixture was diluted with hexanes (10 mL). The aqueous phase was removed and the organic phase was washed with brine (5 mL), dried and concentrated to give the crude product as an oil (˜0.250 g). The compound was used in the subsequent step without further purification.

Aufarbeitung

  1. customThe aqueous phase was removed
  2. washthe organic phase was washed with brine (5 mL)
  3. customdried
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ae3db1d73dcd4c48b53334174ca69ee0
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08884034B2

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