Phosgene → Methyl(pentyl)carbamyl chloride

HRID 66338

Reaktionsgleichung

Reaktionsgleichung von HRID 66338
C(N(CC)CC)C.[C:8]([Cl:11])(Cl)=[O:9].[CH3:12][NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>CC1CCCCC1.C1(C)C=CC=CC=1>[CH3:12][N:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:8]([Cl:11])=[O:9]

Komponenten

6

Edukt 3

HCID 6371PhosgeneHCID 8471TriethylamineHCID 117479N-Methylpentylamine

Produkt 1

HCID 15209943Methyl(pentyl)carbamyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 7962MethylcyclohexaneLösungsmittel

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

Triethylamine (14 cc.) is added over the course of 8 minutes to a 2.5N solution (42 cc.) of phosgene in methylcyclohexane, cooled to -10° C., and a solution of N-methylpentylamine (13.7 cc.) in toluene (50 cc.) is then added whilst maintaining the temperature at -10° C. The mixture is stirred for 1 hour at +5° C. The insoluble material is then filtered off and washed with toluene (80 cc.). The organic solutions are dried over calcium chloride (10 g.). After filtration, the solvents are evaporated under reduced pressure (40 mm.Hg). The residue is distilled under reduced pressure to give N-methyl-N-pentylcarbamoyl chloride (5.6 g.), b.p. 120-125° C./40 mm.Hg.

Aufarbeitung

  1. temperaturewhilst maintaining the temperature at -10° C
  2. filtrationThe insoluble material is then filtered off
  3. washwashed with toluene (80 cc.)
  4. dry with materialThe organic solutions are dried over calcium chloride (10 g.)
  5. filtrationAfter filtration
  6. customthe solvents are evaporated under reduced pressure (40 mm.Hg)
  7. distillationThe residue is distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a885dadfe7b7440faa0f634571ffd442
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04131674

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