Hydrochloric Acid → HCID 68443925, compound

HRID 2353776Notes

Reaction equation

HRID 2353776 reaction equation
[ClH:1].[Br:2][C:3]1[CH:13]=[C:12]([O:14][CH2:15][CH:16]([OH:19])[CH2:17][OH:18])[C:11]([O:20][CH3:21])=[CH:10][C:4]=1[CH2:5][NH:6]C(=O)C>C(O)C>[ClH:1].[Br:2][C:3]1[CH:13]=[C:12]([O:14][CH2:15][CH:16]([OH:19])[CH2:17][OH:18])[C:11]([O:20][CH3:21])=[CH:10][C:4]=1[CH2:5][NH2:6]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68441321HCID 68441321, compound

Product 1

HCID 68443925HCID 68443925, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

37% Hydrochloric acid (0.3 ml) was added to a solution of 2-bromo-4-(2,3-dihydroxypropoxy)-5-methoxy-N-acetyl benzylamine 4 (0.3 g, 0.86 mmol) in abs. ethanol (12 ml) and the mixture was refluxed for 12 hours. After cooling, the solvent was evaporated off under reduced pressure and the residue was recrystallized from a methanol/ethyl ether mixture to afford the title compound as pale orange solid in quantitative yield.

Workup

  1. temperatureAfter cooling
  2. customthe solvent was evaporated off under reduced pressure
  3. customthe residue was recrystallized from a methanol/ethyl ether mixture

Sources & evidence

ORD record
ord-3fa35080a3ba47b2acfdb1e0d04cd3e0
Source dataset
uspto-grants-2010_07
Patent number
US07750049B2

Reaction notes

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