N,N-Dimethylaniline → Cyclopentylmethyl carbonochloridate

HRID 851712Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 851712
CN(C)C1C=CC=CC=1.[CH:10]1([CH2:15][OH:16])[CH2:14][CH2:13][CH2:12][CH2:11]1.[C:17](Cl)([Cl:19])=[O:18].C1(C)C=CC=CC=1>>[Cl:19][C:17]([O:16][CH2:15][CH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1)=[O:18]

Komponenten

5

Edukt 4

HCID 949N,N-DimethylanilineHCID 1140TolueneHCID 6371PhosgeneHCID 77195Cyclopentanemethanol

Produkt 1

HCID 13077898Cyclopentylmethyl carbonochloridateAusbeute 81 %

Versuchsvorschrift

A mixture of 24.2 g (0.20 mole) N,N-dimethylaniline and 20.3 g (0.20 mole) of cyclopentylmethanol was slowly added to a 20% solution of phosgene in toluene (104 ml, 0.20 mole) cooled to -5° to +5° C. After the addition the reaction mixture was allowed to attain room temperature and was kept at room temperature for 30 min. The precipitate was filtered off and the solvent was evaporated. Distillation in vacuo gave 26.3 g (81%) of cyclopentylmethyl chloroformate. Bp17-20 82°-84° C., nD21 1.4541. Analysis for C7H11ClO2. Found (calculated): Cl 21.37 (21.80). IR (neat) cm-1 : 1790 (CO).

Aufarbeitung

  1. temperaturecooled to -5° to +5° C
  2. additionAfter the addition the reaction mixture
  3. customto attain room temperature
  4. filtrationThe precipitate was filtered off
  5. customthe solvent was evaporated
  6. distillationDistillation in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-78f41280963744eb9868be20498626a4
Quelldatensatz
uspto-grants-1983_05
Patentnummer
US04386081

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