Ethanolamine → HCID 4719256, compound

HRID 2390059Notes

Reaction equation

HRID 2390059 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[CH2:12]([CH2:14][NH2:15])[OH:13].[BH4-].[Na+].O>C(O)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7][NH:15][CH2:14][CH2:12][OH:13])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 700EthanolamineHCID 962WaterHCID 74493-NitrobenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 4719256HCID 4719256, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

500 mg of 3-nitrobenzaldehyde and 202 mg of ethanol amine were dissolved in 10 mL of ethanol, followed by stirring at 80° C. To this was added 125 mg of sodium borohydride, followed by stirring for 3 hours. After completion of the reaction, water was added to the reaction liquid, followed by extraction with chloroform. The organic layer was then washed with an aqueous sodium bicarbonate solution and saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 594 mg (yield 92%) of a title compound as a yellow solidified product.

Workup

  1. stirringby stirring for 3 hours
  2. additionwas added to the reaction liquid
  3. extractionfollowed by extraction with chloroform
  4. washThe organic layer was then washed with an aqueous sodium bicarbonate solution and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4f67d6281cb64ee19bd48a2b3929a75b
Source dataset
uspto-grants-2012_09
Patent number
US08273766B2

Reaction notes

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