Phosgene → 1-Acetyl-2,2,6,6-tetramethyl-4-chlorocarbonyloxypiperidine Hydrochloride

HRID 729072Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 729072
[C:1]([N:4]1[C:9]([CH3:11])([CH3:10])[CH2:8][CH:7]([OH:12])[CH2:6][C:5]1([CH3:14])[CH3:13])(=[O:3])[CH3:2].[C:15]([Cl:18])([Cl:17])=[O:16]>C(C(C)=O)C>[ClH:17].[C:1]([N:4]1[C:5]([CH3:14])([CH3:13])[CH2:6][CH:7]([O:12][C:15]([Cl:18])=[O:16])[CH2:8][C:9]1([CH3:11])[CH3:10])(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 6371Phosgene2×HCID 145493121-(4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)ethan-1-one

Produkt 1

HCID 197680771-Acetyl-2,2,6,6-tetramethyl-4-chlorocarbonyloxypiperidine HydrochlorideAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 19.9 grams (0.1 mol) of 1-acetyl-2,2,6,6-tetramethyl-4-hydroxypiperidine in 150 ml of dry methyl ethyl ketone is added dropwise at 0° C over a 30-minute period to asolution of 28 ml (approximately 0.4 mol) of phosgene in 150 ml of methyl ethyl ketone. The reaction mixture is stirred at 0° C for one hour,then at 20° C. for eighteen hours. Excess dissolved phosgene is flushed out into an absorption trap with a stream of nitrogen. The solid precipitate is removed by filtration, washed twice with methyl ethyl ketone and dried with suction to yield 13.7 grams (52% yield) of the titlecompound which melts at 113-114° C.

Aufarbeitung

  1. waitat 20° C. for eighteen hours
  2. customis flushed out into an absorption trap with a stream of nitrogen
  3. customThe solid precipitate is removed by filtration
  4. washwashed twice with methyl ethyl ketone
  5. customdried with suction
  6. customto yield 13.7 grams (52% yield) of the titlecompound which melts at 113-114° C.

Quellen und Nachweise

ORD-Eintrag
ord-91eb3b4282564b5f86cbf5b06c8dace3
Quelldatensatz
uspto-grants-1991_09
Patentnummer
US05051511

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