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Benzene → HCID 86756104, Verbindung

HRID 1274820
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1274820
C(O[CH:4](OCC)[C:5]#[C:6][CH3:7])C.Cl.C1C=CC=CC=1.[CH3:18][O:19][C:20]1[CH:25]=[C:24]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=2)[N:23]=[C:22]([C:37]([NH:39][NH2:40])=[O:38])[CH:21]=1>C(OCC)(=O)C.O>[CH:4](=[N:40][NH:39][C:37](=[O:38])[C:22]1[CH:21]=[C:20]([O:19][CH3:18])[CH:25]=[C:24]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:34])([F:35])[F:36])[CH:28]=2)[N:23]=1)[C:5]#[C:6][CH3:7]
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Komponenten

6

Edukt 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 1377212-Butyn-1-al diethyl acetalHCID 70268884HCID 70268884, Verbindung

Produkt 1

HCID 86756104HCID 86756104, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22728543Water ethylacetate
Lösungsmittel

Versuchsvorschrift

2-butyne-1-al diethyl acetal (0.27 g, 0.000993×2 mol) was mixed with a 2N aqueous hydrochloric acid solution (about 3 ml) and 5 ml of benzene, and then the resultant mixture was stirred at about 70° C. for about 2 hours. After cooling to room temperature, the obtained mixture was mixed with 4-methoxy-6-[3-(trifluoromethyl)phenoxy] picolinic acid hydrazide (0.325 g, 0.000993 mol), and the resultant mixture was stirred at room temperature for 45 minutes. The obtained reaction solution was distributed in ethyl acetate-water, and the organic phase separated from the solution was washed with saturated brine, dried with anhydrous sodium sulfate and then concentrated. The obtained concentrated solution was purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.

Aufarbeitung

  1. customThe obtained reaction solution
  2. customthe organic phase separated from the solution
  3. washwas washed with saturated brine
  4. dry with materialdried with anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe obtained concentrated solution was purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-08de3bf501d64b6e8d5c465ebbe5526a
Quelldatensatz
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06159901

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