Hydrochloric Acid → HCID 178478959, Verbindung

HRID 1512169Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1512169
[O:1]1[CH2:6][CH2:5][CH:4](/[CH:7]=[CH:8]/[C:9]2[NH:13][C:12]3[CH:14]=[CH:15][C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[C:24]([F:27])([F:26])[F:25])=[CH:17][C:11]=3[N:10]=2)[CH2:3][CH2:2]1.[ClH:28].CC(O)C>CCO>[ClH:28].[O:1]1[CH2:6][CH2:5][CH:4](/[CH:7]=[CH:8]/[C:9]2[NH:13][C:12]3[CH:14]=[CH:15][C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[C:24]([F:25])([F:26])[F:27])=[CH:17][C:11]=3[N:10]=2)[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 178506129HCID 178506129, Verbindung

Produkt 1

HCID 178478959HCID 178478959, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of (E)-2-[2-(tetrahydro-pyran-4-yl)-vinyl]-5-(2-trifluoromethyl-phenyl)-1H-benzimidazole (0.220 g, 0.591 mmol, prepared as in STEP D above) in EtOH (4 mL) was treated with 5M HCl in i-PrOH (130 μL, 0.650 mmol) at room temperature for 1 h and concentrated in vacuo. The residue was taken up in a minimum amount of EtOH (2 mL). Hexane was added with stirring until the mixture became cloudy. EtOH (1 mL) was added, and hexane was very slowly added until precipitate formed. The resulting mixture was cooled in the refrigerator for 45 min. The solid was filtered, washed with cold hexane, and air-dried to yield (E)-2-[2-(tetrahydro-pyran-4-yl)-vinyl]-5-(2-trifluoromethyl-phenyl)-1H-benzimidazole hydrochloride as an off-white solid.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. additionHexane was added
  3. additionEtOH (1 mL) was added
  4. additionhexane was very slowly added until precipitate
  5. customformed
  6. temperatureThe resulting mixture was cooled in the refrigerator for 45 min
  7. filtrationThe solid was filtered
  8. washwashed with cold hexane
  9. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-9684e8adf9184acb8cb76ac735974cbb
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08217060B2

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