Morpholine → HCID 71075337, Verbindung

HRID 2170627Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2170627
[CH3:1][O:2][C:3](=[O:30])[CH2:4][O:5][C:6]1[CH:29]=[CH:28][C:9]([CH2:10][N:11]2[C:19]3[C:14](=[CH:15][C:16]([C:20]([O:22]CC=C)=[O:21])=[CH:17][CH:18]=3)[C:13]([CH3:26])=[C:12]2[CH3:27])=[CH:8][CH:7]=1.N1CCOCC1>C1COCC1.C(OCC)(=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][O:2][C:3](=[O:30])[CH2:4][O:5][C:6]1[CH:29]=[CH:28][C:9]([CH2:10][N:11]2[C:19]3[C:14](=[CH:15][C:16]([C:20]([OH:22])=[O:21])=[CH:17][CH:18]=3)[C:13]([CH3:26])=[C:12]2[CH3:27])=[CH:8][CH:7]=1

Komponenten

6

Edukt 2

HCID 8083MorpholineHCID 86674581HCID 86674581, Verbindung

Produkt 1

HCID 71075337HCID 71075337, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of the allyl 1-(4-(2-methoxy-2-oxoethoxy)benzyl)-2,3-dimethyl-1H-indole-5-carboxylate (536 mg, 1.3 mmol) and morpholine (1.14 mL, 13.2 mmol) in anhydrous THF was degassed with argon. Then Pd(PPh3)4 (152 mg, 0.13 mmol) was added and the reaction stirred under argon protection for 1.5 h. The reaction mixture was diluted with ethyl acetate, washed with brine, concentrated. The title compound was precipitated in ethyl ether as a beige powder (430 mg, 89%). ESI-MS (m/z): 368 [M+H]+.

Aufarbeitung

  1. washwashed with brine
  2. concentrationconcentrated
  3. customThe title compound was precipitated in ethyl ether as a beige powder (430 mg, 89%)

Quellen und Nachweise

ORD-Eintrag
ord-06f705ca21e14c64ac320f1da5723ee9
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051265B2

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