Ethanolamine → HCID 18980513, compound

HRID 2392733Notes

Reaction equation

HRID 2392733 reaction equation
[CH3:1][CH:2]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH2:13][CH:14]1[O:16][CH2:15]1.[CH2:23]([CH2:25][NH2:26])[OH:24]>C(O)C>[OH:24][CH2:23][CH2:25][NH:26][CH2:15][CH:14]([OH:16])[CH2:13][O:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]([CH3:1])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 18980521HCID 18980521, compound

Product 1

HCID 18980513HCID 18980513, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Conditions

Temperature
80 °C

Procedure

By use of ethanol (4 ml), 10-methylhexadecylglycidyl ether (100 mg, 0.32 mmol) was transferred to a 10 ml dropping funnel, which was fitted to a 20 ml round bottomed flask containing ethanolamine (1 ml) and ethanol (0.2 ml). The content of the flask was stirred at 80° C. in a nitrogen atmosphere. The ethanol solution was added dropwise over 10 minutes. The mixture was stirred for a further 1 hour, and then condensed under reduced pressure. The resulting residue was purified by silica gel flush chromatography. 94 mg of the title compound was obtained as a pale yellow Vaseline-like material (yield: 79%).

Workup

  1. customwhich was fitted to a 20 ml round bottomed flask
  2. stirringThe mixture was stirred for a further 1 hour
  3. customcondensed under reduced pressure
  4. customThe resulting residue was purified by silica gel
  5. customflush chromatography

Sources & evidence

ORD record
ord-a8996f449aa24f2c9c2ccf32a6303bdf
Source dataset
uspto-grants-1998_09
Patent number
US05801202

Reaction notes

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