Ethanolamine → HCID 15572613, compound

HRID 1679981Notes

Reaction equation

HRID 1679981 reaction equation
C(O[C:4](=[O:24])[CH:5]([OH:23])[CH:6]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])C.[CH2:25]([CH2:27][NH2:28])[OH:26]>C(O)C>[OH:26][CH2:25][CH2:27][NH:28][C:4](=[O:24])[CH:5]([OH:23])[CH:6]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 15572611HCID 15572611, compound

Product 1

HCID 15572613HCID 15572613, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3 g of ethyl-3-phenyl-2-hydroxy-3-(2-nitrophenoxy)-propionate was refluxed with 5.4 ml of ethanolamine in 50 ml of anhydrous ethanol for 20 hours. The solvent was removed under reduced pressure, the residue was taken up with water and the solid collected by filtration. After crystallization from ethyl acetate, 1.8 g of N-(2-hydroxyethyl)-3-phenyl-2-hydroxy-3-(2-nitrophenoxy)-propionamide was obtained, m.p. 166°-188° C. Yield 58%.

Workup

  1. customThe solvent was removed under reduced pressure
  2. filtrationthe solid collected by filtration
  3. customAfter crystallization from ethyl acetate

Sources & evidence

ORD record
ord-cbc72ba47e5049e780312971e2729c06
Source dataset
uspto-grants-1981_06
Patent number
US04271160

Reaction notes

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