Hydrogen Bromide → 3-[(1-Methylpyrrolidin-2-yl)methyl]phenol

HRID 1278051Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1278051
C[O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[CH2:6][CH:7]1[CH2:11][CH2:10][CH2:9][N:8]1[CH3:12].Br.[OH-].[Na+]>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[CH2:6][CH:7]1[CH2:11][CH2:10][CH2:9][N:8]1[CH3:12]

Komponenten

5

Edukt 3

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 234525002-(3-Methoxybenzyl)-1-methylpyrrolidine

Produkt 1

HCID 234525183-[(1-Methylpyrrolidin-2-yl)methyl]phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Boil 10.5 g of 2-(3-methoxybenzyl)-1-methylpyrrolidine under reflux for 50 hours in a mixture of 60 ml of acetic acid and 60 ml of 48% strength hydrobromic acid. Pour the resulting reaction mixture onto ice, adjust its pH to 10 with 6 N sodium hydroxide solution and extract it 3 times with diethyl ether. Combine and dry the ether phase, distil off the solvent and distil the residue under a vacuum to obtain 7.95 g (79% of theory) of the title compound (b.p. 128° to 130° at 0.006 mm of Hg). The fumarate (from isopropanol) melts at 189° to 191°.

Aufarbeitung

  1. additionPour
  2. customthe resulting reaction mixture onto ice
  3. extractionextract it 3 times with diethyl ether
  4. dry with materialCombine and dry the ether phase
  5. customdistil off the solvent
  6. customdistil the residue under a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-092c9032c08643f8b8c410576c34438e
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04279918

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