Acetic Acid → HCID 66834755, Verbindung

HRID 61856

Reaktionsgleichung

Reaktionsgleichung von HRID 61856
C(O)(=O)C.[CH3:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([CH2:11][CH2:12][C:13](=O)[C:14]2([CH3:18])[CH3:17])=[CH:9][CH:8]=1.Cl.[F:21][C:22]1[CH:23]=[C:24]([NH:28]N)[CH:25]=[CH:26][CH:27]=1.O>CCCCCC.C(OCC)(=O)C>[F:21][C:22]1[CH:23]=[C:24]2[C:25]([C:12]3[CH2:11][C:10]4[CH:9]=[CH:8][C:7]([O:6][CH3:5])=[CH:16][C:15]=4[C:14]([CH3:18])([CH3:17])[C:13]=3[NH:28]2)=[CH:26][CH:27]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 962WaterHCID 27239143-Fluorophenylhydrazine hydrochlorideHCID 130110077-Methoxy-1,1-dimethyl-3,4-dihydronaphthalen-2(1H)-one2×

Produkt 1

HCID 66834755HCID 66834755, VerbindungAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226206Ethyl acetate hexaneLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

Under nitrogen atmosphere, the acetic acid (1 mL) suspension of 7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (Compound A2, 101.0 mg, 0.495 mmol) and (3-fluoro-phenyl)-hydrazine hydrochloric acid salt (Compound V1, 96.5 mg, 0.593 mmol) was stirred at ambient temperature of 95° C. for 3.75 hr. After cooling to room temperature, the reaction mixture was added with water (1 mL) and hexane/ethyl acetate (15:1) (0.5 mL), and stirred at room temperature for 15 min. The solid was filtered, washed with hexane/ethyl acetate (15:1), and then dried under reduced pressure to obtain the title compound (beige powder, 72.7 mg, 50%).

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. stirringstirred at room temperature for 15 min
  3. filtrationThe solid was filtered
  4. washwashed with hexane/ethyl acetate (15:1)
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ba7e0ff52b4e47e9bdf6c40c89c10e9b
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440922B2

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