Hydrochloric Acid → 8-Quinolinol, 5-(chloromethyl)-, hydrochloride (1:1)

HRID 573971

Reaktionsgleichung

Reaktionsgleichung von HRID 573971
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[OH:11])[CH:4]=[CH:3][CH:2]=1.[ClH:12].[CH2:13]=O>O>[ClH:12].[Cl:12][CH2:13][C:6]1[CH:7]=[CH:8][C:9]([OH:11])=[C:10]2[C:5]=1[CH:4]=[CH:3][CH:2]=[N:1]2

Komponenten

5

Edukt 3

HCID 313Hydrochloric Acid2×HCID 712FormaldehydeHCID 19238-Hydroxyquinoline

Produkt 1

HCID 122695968-Quinolinol, 5-(chloromethyl)-, hydrochloride (1:1)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A mixture of 14.6 g (0.1 mol) of 8-quinolinol, 16 mL of 32% HCl in water, and 16 mL (0.1 mL) of 37% formaldehyde in water at 0° C. was treated with hydrogen chloride gas for 6 h. The solution was allowed to stand at room temperature for 2 h without stirring. The yellow solid obtained was collected on a filter, washed with 90% alcohol and dried under vacuum to give 5-chloromethyl-8-quinolinol hydrochloride A (19.0 g, 98%): 1H NMR (250 MHz, CDCl3, δ) 5.32 (s, 2H), 7.53 (m, 1H), 7.85 (m, 2H), 8.12 (m, 1H), 9.12 (m, 1H), 9.28 (m, 1H).

Aufarbeitung

  1. customThe yellow solid obtained
  2. customwas collected on a filter
  3. washwashed with 90% alcohol
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-208cc568f2f84b298b7cfeefc9fcb376
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034303B2

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