Acetic Acid Mixture with Hydrobromic Acid → HCID 86758708, compound

HRID 2299234Notes

Reaction equation

HRID 2299234 reaction equation
C(O)(=O)C.Br.C(OC([NH:16][C:17](=[CH:21][CH:22]([CH3:24])[CH3:23])[C:18]([NH2:20])=[O:19])=O)C1C=CC=CC=1>>[NH2:16][C:17](=[CH:21][CH:22]([CH3:24])[CH3:23])[C:18]([NH2:20])=[O:19]

Participants

3

Reactant 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 73432942HCID 73432942, compound

Product 1

HCID 86758708HCID 86758708, compound

Procedure

In a hydrogen bromide acetic acid solution was dispersed 1 g of the 2-(benzyloxycarbonyl)aminoisopropyl acrylamide synthesized in Example 8 and stirred for two hours. After hydrogen bromide and acetic acid were thoroughly distilled off, water was added to the residue. The protective group benzyl bromide eliminated with the use of ether was removed by extraction and subsequently, the aqueous layer was concentrated. Methanol was added to the residue and stirred for two hours. Only the methanol layer was separated and condensed to obtain the desired 2-aminoisopropyl acrylamide hydrobromate as a white solid. The structure was confirmed by using 1H-NMR.

Workup

  1. distillationAfter hydrogen bromide and acetic acid were thoroughly distilled off
  2. additionwater was added to the residue
  3. customwas removed by extraction
  4. concentrationsubsequently, the aqueous layer was concentrated
  5. additionMethanol was added to the residue
  6. stirringstirred for two hours
  7. customOnly the methanol layer was separated
  8. customcondensed

Sources & evidence

ORD record
ord-fe0020439baa4356b8ac31dba6b71d0d
Source dataset
uspto-grants-2002_12
Patent number
US06495645B1

Reaction notes

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