N,N-Dimethylaniline → 2,6-Di(propan-2-yl)phenyl carbonochloridate

HRID 563049

Reaktionsgleichung

Reaktionsgleichung von HRID 563049
[CH3:1][CH:2]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([CH:11]([CH3:13])[CH3:12])[C:9]=1[OH:10])[CH3:3].[C:14](Cl)([Cl:16])=[O:15].CN(C)C1C=CC=CC=1>C1(C)C=CC=CC=1>[CH:11]([C:8]1[CH:7]=[CH:6][CH:5]=[C:4]([CH:2]([CH3:1])[CH3:3])[C:9]=1[O:10][C:14]([Cl:16])=[O:15])([CH3:13])[CH3:12]

Komponenten

5

Edukt 3

HCID 949N,N-DimethylanilineHCID 4943PropofolHCID 6371Phosgene

Produkt 1

HCID 2716192,6-Di(propan-2-yl)phenyl carbonochloridate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a cooled (0° C.) solution of propofol (20.0 g, 112 mmol) in toluene (40 mL) was added phosgene (82 mL, 20% in toluene) under a nitrogen atmosphere. The reaction mixture was stirred for 5 min, and then N,N-dimethylaniline (15 mL, 118 mmol) was added dropwise. The mixture was allowed to warm to room temperature slowly and stirred for 14 h. The suspended mixture was then filtered. The filtrate was collected and the solvent was removed in vacuo. The remaining crude product (9) was carried to the next step without further purification. 1H-NMR (400 MHz, CDCl3): δ 7.18-7.29 (m, 3H), 3.00-3.07 (m, 2H), 1.25-1.27 (d, J=6.8 Hz, 12H).

Aufarbeitung

  1. stirringstirred for 14 h
  2. filtrationThe suspended mixture was then filtered
  3. customThe filtrate was collected
  4. customthe solvent was removed in vacuo
  5. customThe remaining crude product (9) was carried to the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-d02b3c3fdfdd4b3691ca89641b90487c
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067455B2

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