3-Bromobenzyl bromide → 1-(3-Bromobenzyl)piperidin-4-ol

HRID 1291129Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1291129
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[Br:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12]Br>CN(C)C=O>[Br:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12][N:5]1[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]1

Komponenten

4

Edukt 2

HCID 699793-Bromobenzyl bromideHCID 79341Piperidin-4-ol

Produkt 1

HCID 7652181-(3-Bromobenzyl)piperidin-4-olAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.202 g (0.002 mol) of 4-hydroxypiperidine and 0.55 g (0.0022 mol) of 3-bromobenzyl bromide were dissolved in 5 ml of dimethylformamide and stirred at room temperature for 2 hrs. The solvent was distilled off and the residue was taken up in dichloromethane and washed with saturated bicarbonate solution and sodium chloride solution. The organic phase was dried over sodium sulfate and concentrated. 0.52 g (96%) 1-(3-bromo-benzyl)-piperidin-4-ol was obtained as a brown oil. MS: me/e (% basic peak)=271, 269 (C12H16BrNO+, 26, 26.6), 270, 268 (25.5, 22), 171, 169 (47, 48.3), 114 (76.6), 100 (100).

Aufarbeitung

  1. distillationThe solvent was distilled off
  2. washwashed with saturated bicarbonate solution and sodium chloride solution
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e9bc74bbf57b4aff85256636a10ac1a1
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753679

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