Water → 1-(2-Bromoacetyl)-4-(4-ethylphenoxy)piperidine

HRID 463326Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 463326
[Br:1][CH2:2][C:3](Br)=[O:4].C(=O)(O)[O-].[Na+].[CH2:11]([C:13]1[CH:25]=[CH:24][C:16]([O:17][CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[CH:15][CH:14]=1)[CH3:12].O>ClCCl>[Br:1][CH2:2][C:3]([N:21]1[CH2:22][CH2:23][CH:18]([O:17][C:16]2[CH:24]=[CH:25][C:13]([CH2:11][CH3:12])=[CH:14][CH:15]=2)[CH2:19][CH2:20]1)=[O:4]

Komponenten

6

Edukt 4

HCID 962WaterHCID 61147Bromoacetyl bromideHCID 516892Sodium BicarbonateHCID 134574294-(4-Ethylphenoxy)piperidine

Produkt 1

HCID 202831151-(2-Bromoacetyl)-4-(4-ethylphenoxy)piperidineAusbeute 96,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a stirred suspension of 6.03 ml (69.3 mmol) of bromoacetyl bromide, 13.0 g (155 mmol) of sodium bicarbonate and 160 ml of dry dichloromethane in an ice bath was added dropwise a solution of 13.0 g (63.4 mmol) of 4-(4-ethylphenoxy)piperidine in 140 ml of dry dichloromethane. The mixture was stirred 1 hour at 0° and 45 minutes at room temperature. The mixture was subsequently poured into water, extracted twice with dichloromethane, washed with saturated sodium chloride and dried over potassium carbonate. Filtration followed by evaporation of the solvent provided 20.0 g (61.3 mmol) of 1-(2-bromoacetyl)-4-(4-ethylphenoxy)piperidine as an oil.

Aufarbeitung

  1. extractionextracted twice with dichloromethane
  2. washwashed with saturated sodium chloride
  3. dry with materialdried over potassium carbonate
  4. filtrationFiltration
  5. customfollowed by evaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-e42d91b4c432488c8cdb8b11af37204e
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04518713

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