p-Anisoyl chloride → HCID 9886338, Verbindung

HRID 2288585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2288585
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:13]3[S:14][CH:15]=[CH:16][C:12]=3[CH2:11][CH2:10][NH:9]2)=[CH:4][CH:3]=1.[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[C:13]3[S:14][CH:15]=[CH:16][C:12]=3[CH2:11][CH2:10][N:9]2[C:23]([C:22]2[CH:26]=[CH:27][C:19]([O:18][CH3:17])=[CH:20][CH:21]=2)=[O:24])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 7477p-Anisoyl chlorideHCID 8471TriethylamineHCID 186996347-(4-Chlorophenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine

Produkt 1

HCID 9886338HCID 9886338, VerbindungAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

7-(4-Chloro-phenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin (100 mg) in toluene (20 ml), 4-methoxybenzoyl chloride (68.3 mg) and triethylamine (1 ml) were mixed and the mixture stirred at RT for 2 h. The reaction mixture was extracted once with NaOH (1 M) and once with water, the organic phase dried (MgSO4) and evaporated to dryness resulting in yellow oil which was purified on silica gel using methylene chloride/methanol 19/1 as eluent. The resulting oil was treated with abs ethanol resulting in precipitation of crystals. Yield 91%, m.p. 129.5-130.0 C. MS. M+=383.

Aufarbeitung

  1. extractionThe reaction mixture was extracted once with NaOH (1 M) and once with water
  2. dry with materialthe organic phase dried (MgSO4)
  3. customevaporated to dryness
  4. customresulting in yellow oil which
  5. customwas purified on silica gel
  6. additionThe resulting oil was treated with abs ethanol resulting in precipitation of crystals

Quellen und Nachweise

ORD-Eintrag
ord-ef0b3deb5c2c417e812c25ff873d8406
Quelldatensatz
uspto-grants-2000_07
Patentnummer
US06090797

Notizen zur Reaktion

Wird geladen…