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Water → HCID 67170987, Verbindung

HRID 1969240
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1969240
[CH2:1]([O:3][C:4](=[O:6])[CH3:5])[CH3:2].Br[C:8]1[CH:9]=[C:10]([S:22][C:23]2[CH:33]=[CH:32][C:26]([O:27]CC(O)=O)=[C:25]([CH3:34])[CH:24]=2)[CH:11]=[C:12]([O:14][CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:13]=1.[C:35]([C:37]1[CH:42]=[CH:41][C:40]([S:43]([CH3:46])(=[O:45])=[O:44])=[CH:39][CH:38]=1)#[CH:36].O.ClCCl>C(N(CC)CC)C.CN(C=O)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl.[Cu](I)I>[CH2:1]([O:3][C:4](=[O:6])[CH2:5][O:27][C:26]1[CH:32]=[CH:33][C:23]([S:22][C:10]2[CH:9]=[C:8]([C:36]#[C:35][C:37]3[CH:38]=[CH:39][C:40]([S:43]([CH3:46])(=[O:45])=[O:44])=[CH:41][CH:42]=3)[CH:13]=[C:12]([O:14][CH2:15][CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH:11]=2)=[CH:24][C:25]=1[CH3:34])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 4

HCID 962WaterHCID 6344DichloromethaneHCID 220426121-Ethynyl-4-(methanesulfonyl)benzeneHCID 67171784HCID 67171784, Verbindung

Produkt 1

HCID 67170987HCID 67170987, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 83717
Copper iodide
Katalysator
HCID 6102075Dichlorobis(triphenylphosphine)palladiumKatalysator
HCID 6228DimethylformamideLösungsmittel
HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

[4-(3-Bromo-5-cyclohexylmethoxy-phenylsulfanyl)-2-methyl-phenoxy]-acetic acid ethyl acetate (0.1 g; 0.203 mmol), 1-Ethynyl-4-methanesulfonyl-benzene (0.109 g; 0.61 mmol), bis(triphenylphosphine)palladium (II) chloride (11.4 mg; 0.016 mmol) and copper iodide (2.3 mg; 0.06 mmol) were dissolved in a mixture of triethylamine (2 mL) and DMF (2 mL) under an atmosphere of nitrogen. The reaction mixture was reacted in a microwave oven at 120° C. for 1 h. Water and dichloromethane was added to the reaction mixture and the phases were separated and washed with water. The organic phase was dried and evaporated to dryness. The crude product was purified by prep. HPLC (Metode A). Yield: 90 mg. HPLC-MS: m/z: 593.5 (M+H)+; Rt: 3.04 min.

Aufarbeitung

  1. customThe reaction mixture was reacted in a microwave oven at 120° C. for 1 h
  2. customthe phases were separated
  3. washwashed with water
  4. customThe organic phase was dried
  5. customevaporated to dryness
  6. customThe crude product was purified by prep

Quellen und Nachweise

ORD-Eintrag
ord-529388810aaa4ec19987391c3b57c9e5
Quelldatensatz
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08426473B2

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