Methanol → AC-Pro-ome

HRID 579824Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 579824
CC1C=CC=C(C)C=1C.C[OH:11].[C:12]([N:15]1[CH2:19][CH2:18][CH:17]=[CH:16]1)(=[O:14])[CH3:13].[O:20]1[CH2:24]CC[CH2:21]1>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:21][O:20][C:24](=[O:11])[C@@H:16]1[CH2:17][CH2:18][CH2:19][N:15]1[C:12](=[O:14])[CH3:13]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 106861,2,3-TrimethylbenzeneHCID 10909522N-Acetyl-2-pyrroline2×

Produkt 1

HCID 11019314AC-Pro-omeAusbeute 47,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178418476HCID 178418476, VerbindungKatalysator

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A 70 mL stainless steel high pressure reactor having a Pyrex glass liner and a magnetic stir bar was charged with 5 mL of tetrahydrofuran, 0.5 mmol of 1,2,3-trimethylbenzene internal standard, 0.6 mmol of CH3OH, 35.1 mg of (PPh3)2PdCl2, and 55.5 mg of N-acetyl-2-pyrroline. The reactor ws pressurized to 1000 psi with CO at room temperature, and the reaction mixture was stirred for 44.25 hours at 100° C. Thereafter, the reactor was cooled to room temperature and vented to atmospheric pressure. The product mixture was analyzed by gas chromatography and mass spectroscopy, and the analysis indicated complete conversion of N-acetyl-2-pyrroline and a 47.9% yield of N-acetylproline methyl ester.

Aufarbeitung

  1. customA 70 mL stainless steel high pressure reactor having
  2. customws pressurized to 1000 psi with CO at room temperature
  3. temperatureThereafter, the reactor was cooled to room temperature

Quellen und Nachweise

ORD-Eintrag
ord-db92a17fba884a99a405b18ab16d2606
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04749786

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