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Potassium Phosphate, Tribasic → HCID 67380986, Verbindung

HRID 2411233
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2411233
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17](Cl)=[CH:16][C:15]=2Cl)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(P(C2CCCCC2)C2C=CC=C[C:30]=2[C:35]2[C:40](OC)=CC=CC=2OC)CCCCC1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].[CH:59]1(B(O)O)[CH2:61][CH2:60]1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O.O1CCCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([CH:59]3[CH2:61][CH2:60]3)=[CH:16][C:15]=2[CH:40]2[CH2:30][CH2:35]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
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Komponenten

8

Edukt 4

HCID 62657Potassium Phosphate, TribasicHCID 2760897Cyclopropylboronic acidHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 67380758Tert-butyl 4-(2,4-dichlorophenyl)piperazine-1-carboxylate

Produkt 1

HCID 67380986HCID 67380986, VerbindungAusbeute 488,4 %

Reagenzien, Katalysatoren, Lösungsmittel

3
HCID 167845palladium(II) acetateKatalysatorHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Under a nitrogen stream, to a mixture of 4-(2,4-dichlorophenyl)piperazine-1-carboxylic acid tert-butyl ester (3.31 g), palladium(II) acetate (0.44 g), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.81 g), tripotassium phosphate (11 g) and cyclopropylboronic acid (2.54 g) was added tetrahydrofuran (15 mL), and the mixture was stirred with heating under reflux. The reaction mixture was cooled, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (3.30 g).

Aufarbeitung

  1. temperaturewith heating
  2. temperatureunder reflux
  3. temperatureThe reaction mixture was cooled
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. customthe solvent was evaporated
  7. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-9a108586b83848c99f91c77dd40b0211
Quelldatensatz
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08816079B2

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