Epichlorohydrin → 1-Chloro-3-morpholin-4-yl-propan-2-ol

HRID 349868

Reaktionsgleichung

Reaktionsgleichung von HRID 349868
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH2:7]([CH:9]1[O:11][CH2:10]1)[Cl:8]>C(O)C>[Cl:8][CH2:7][CH:9]([OH:11])[CH2:10][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Komponenten

4

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of morpholine (2.6 mL, 30 mmol) and epichlorohydrin (2.35 ml, 30 mmol) in ethanol (50 mL) was stirred at 70° C. overnight. After removing the solvent, the residue was diluted with methylene chloride (50 mL). The clear solid precipitated was collected by vacuum filtration to give 1-chloro-3-morpholin-4-yl-propan-2-ol (2.0 g, 37%). 1H NMR (DMSO-d6) δ 3.49 (t, J=4.8 Hz, 2H), 3.60 (t, J=4.6 Hz, 2H), 3.75 (m, 4H, 2×CH2), 4.20 (dd, J=5.2, 12 Hz, 2H), 4.54 (m, 2H), 4.62 (m, 1H, CH), 6.64 (d, J=6.4 Hz, 1H, OH). MS (m/z) 180.2 (M+1).

Aufarbeitung

  1. customAfter removing the solvent
  2. additionthe residue was diluted with methylene chloride (50 mL)
  3. customThe clear solid precipitated
  4. filtrationwas collected by vacuum filtration

Quellen und Nachweise

ORD-Eintrag
ord-d1cc85e0de9a4b85affb09f318feb5bc
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07179910B2

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