1-Methylimidazole → HCID 178418508, Verbindung

HRID 4719

Reaktionsgleichung

Reaktionsgleichung von HRID 4719
[C:1]([O:14][CH2:15][Cl:16])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH3:17][N:18]1[CH:22]=[CH:21][N:20]=[CH:19]1.[K+].[Br-]>CCOCC>[Cl-:16].[C:1]([O:14][CH2:15][N+:20]1[CH:21]=[CH:22][N:18]([CH3:17])[CH:19]=1)(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Komponenten

5

Edukt 3

HCID 13901-MethylimidazoleHCID 253877Potassium BromideHCID 543634Chloromethyl dodecanoate

Produkt 1

HCID 178418508HCID 178418508, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 0.82 g (0.01 mol) 1-methylimidazole were mixed and heated together at 90° for 3 hrs. On cooling to room temperature, anhydrous ether was added to the mixture and the mixture was triturated in anhydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°; ir (KBr) 3400, 3110, 2960, 2920, 1750, 1470, 1140 and 770 cm-1 ; pmr (CDCl3) δ 10.8 (s, 1H), 8.0 (d, 2H), 6.4 (s, 2H), 4.2 (s, 3H), 2.4 (t, 2H), 1.4 (bs, 18H) and 0.9 (bt, 3H) ppm.

Aufarbeitung

  1. additionwere mixed
  2. temperatureheated together at 90° for 3 hrs
  3. customthe mixture was triturated in anhydrous ether overnite
  4. customThe solid was isolated by filtration under a nitrogen atmosphere
  5. washthoroughly washed with anhydrous ether
  6. dry with materialAfter drying in vacuo over calcium sulfate at room temperature
  7. custom2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°

Quellen und Nachweise

ORD-Eintrag
ord-5fbff02ec4284b1fb6155cc592812eba
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727151

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