Acetic Acid → HCID 87489997, compound

HRID 1994284Notes

Reaction equation

HRID 1994284 reaction equation
[Br:1]([OH:4])(=[O:3])=[O:2].[NH2:5][CH2:6][CH2:7][C@H:8](O)[CH2:9]O.C(O)(=O)C.[Br:16](O)(=O)=O>C(O)C>[Br:1]([O:4][C@@H:8]([CH2:7][CH2:6][NH2:5])[CH2:9][Br:16])(=[O:3])=[O:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24445Bromic acidHCID 86623004HCID 86623004, compound

Product 1

HCID 87489997HCID 87489997, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

4-Amino-(S)-1,2-butandiol bromate 6 (0.537 mol, 100 g) and an acetic acid solution (185 g) with 33% bromic acid dissolved therein were added to a 500□ round-bottom flask and the mixture was agitated at 40° C. for 2 hours. After the preparation of an intermediate was confirmed by Thin Layer Chromatography (TLC), anhydrous ethanol (285 g) was added thereto. The reaction mixture was agitated under reflux for 3 hours to complete the reaction and then concentrated under reduced pressure to completely remove the solvent, thereby obtaining 115 g of crude 4-amino-1-bromo-(S)-2-butanol bromate 7.

Workup

  1. additiontherein were added to a 500□ round-bottom flask
  2. customAfter the preparation of an intermediate
  3. additionwas added
  4. stirringThe reaction mixture was agitated
  5. temperatureunder reflux for 3 hours
  6. customthe reaction
  7. concentrationconcentrated under reduced pressure
  8. customto completely remove the solvent

Sources & evidence

ORD record
ord-c7bf409fb99342e3837e8eff8154feda
Source dataset
uspto-grants-2010_01
Patent number
US07652152B2

Reaction notes

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