Formic Acid → 4-(4-Bromo-7-methoxybenzofuran-2-ylmethoxy)-1-methyl-piperidine

HRID 1108321Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1108321
[Br:1][C:2]1[C:7]2[CH:8]=[C:9]([CH2:11][O:12][CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[O:10][C:6]=2[C:5]([O:19][CH3:20])=[CH:4][CH:3]=1.[CH:21](O)=O.C=O.[OH-].[Na+]>O>[Br:1][C:2]1[C:7]2[CH:8]=[C:9]([CH2:11][O:12][CH:13]3[CH2:18][CH2:17][N:16]([CH3:21])[CH2:15][CH2:14]3)[O:10][C:6]=2[C:5]([O:19][CH3:20])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 187848694-(4-Bromo-7-methoxybenzofuran-2-ylmethoxy)-piperidine

Produkt 1

HCID 187848584-(4-Bromo-7-methoxybenzofuran-2-ylmethoxy)-1-methyl-piperidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

4-(4-Bromo-7-methoxybenzofuran-2-ylmethoxy)-piperidine (0.98 g), formic acid (0.65 ml) and formaldehyde (0.56 g of a 37% w/w solution in water) were combined and heated to 95° C. overnight. After cooling to room temperature the mixture was diluted with water (70 ml) and a concentrated aqueous solution of sodium hydroxide added until the solution was basic (pH=14). It was extracted with ethyl acetate (2×100 ml). The combined organic extracts were dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a pale yellow oil (1.03 g).

Aufarbeitung

  1. temperatureAfter cooling to room temperature the mixture
  2. extractionIt was extracted with ethyl acetate (2×100 ml)
  3. dry with materialThe combined organic extracts were dried over magnesium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2c30f4d6f10b403da90778f12af7fde8
Quelldatensatz
uspto-grants-2000_05
Patentnummer
US06066657

Notizen zur Reaktion

Wird geladen…