Ethanolamine → alpha-[[(2-Hydroxyethyl)amino]methyl]benzyl alcohol

HRID 1381526Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1381526
[CH2:1]1[O:9][CH:2]1[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:10]([CH2:12][NH2:13])[OH:11]>>[OH:11][CH2:10][CH2:12][NH:13][CH2:1][CH:2]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:9]

Komponenten

3

Edukt 2

HCID 700EthanolamineHCID 7276Styrene Oxide2×

Produkt 1

HCID 107278alpha-[[(2-Hydroxyethyl)amino]methyl]benzyl alcoholAusbeute 19 %

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

A mixture of styrene oxide (2.40 g, 0.020 mole) and ethanolamine (1.22 g, 0.020 mole) was heated at 125° C. in an oil bath for 2 hr. An NMR analysis showed no styrene oxide remaining. On standing at ambient temperature for 16 hrs, partial solidification occurred. The material was triturated with ethyl acetate, giving a white solid which was collected by filtration and washed with isopropyl ether. A small amount of second crop was obtained from the filtrate for a total of 0.82 g (23%). Recrystallization from ethyl acetate-isopropyl ether gave 0.69 g of a white solid, m.p. 96°-98° C.

Aufarbeitung

  1. customThe material was triturated with ethyl acetate
  2. customgiving a white solid which
  3. filtrationwas collected by filtration
  4. washwashed with isopropyl ether
  5. customA small amount of second crop was obtained from the filtrate for a total of 0.82 g (23%)
  6. customRecrystallization from ethyl acetate-isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-e5a710186b1d4a1fad7fae2725a2dfd1
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04803200

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