Hydrogen Bromide → HCID 20539725, compound

HRID 1065640Notes

Reaction equation

HRID 1065640 reaction equation
Br.C([O:4][C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([N:17]1[CH:21]=[C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)OC1=O)=[O:16])=[O:6])C>C(O)(=O)C>[O:16]=[C:15]1[NH:17][CH:21]=[C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:14]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:5]([OH:4])=[O:6]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 131712720HCID 131712720, compound

Product 1

HCID 20539725HCID 20539725, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 800 ml of glacial acetic acid and 80 ml of 63 percent hydrobromic acid is poured over 37.4 g (0.1 mole) of N-ethyoxycarbonylheptyl-2-oxo-5-phenyl-4-oxazolin-3-ylcarboxamide and the mixture is heated under reflux for 2 hours and evaporated as completely as possible in vacuo. The residue is stirred with water. The crude product which is precipitated is separated and washed with a little water. After drying, the compound is purified by column chromatography (silica gel//CHCl3 /methanol).

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. customevaporated as completely as possible in vacuo
  4. customThe crude product which is precipitated
  5. customis separated
  6. washwashed with a little water
  7. customAfter drying
  8. customthe compound is purified by column chromatography (silica gel//CHCl3 /methanol)

Sources & evidence

ORD record
ord-2328486600e04f68ab94484e59edf19d
Source dataset
uspto-grants-1982_05
Patent number
US04330550

Reaction notes

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