4-Bromophenol → HCID 20197712, compound

HRID 652464Notes

Reaction equation

HRID 652464 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([Br:8])[CH:2]=1.CO[CH:11]([NH:15][C:16]([NH2:18])=[O:17])[C:12](O)=[O:13]>Cl>[Br:8][C:3]1[CH:4]=[CH:5][C:6]([OH:7])=[C:1]([CH:11]2[NH:15][C:16](=[O:17])[NH:18][C:12]2=[O:13])[CH:2]=1

Participants

4

Reactant 2

HCID 78084-BromophenolHCID 325890NSC295473

Product 1

HCID 20197712HCID 20197712, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To a 500-ml round-bottom flask equipped with a means for stirring and temperature control is added 0.55 mole (95.16 g) of p-bromophenol, 0.30 mole (44.44 g) of α-methoxyhydantoic acid, and 50 ml of concentrated HCl. The mixture is stirred at 50° C. for 17 hours. The water layer is then decanted, and the gum is washed with water several times. The resulting solid material is then crystallized from an ethanol-water solution to give the title compound having a melting point of 274° C. The structure is confirmed using C13 nuclear magnetic resonance spectroscopy.

Workup

  1. customTo a 500-ml round-bottom flask equipped with a means
  2. stirringThe mixture is stirred at 50° C. for 17 hours
  3. customThe water layer is then decanted
  4. washthe gum is washed with water several times
  5. customThe resulting solid material is then crystallized from an ethanol-water solution

Sources & evidence

ORD record
ord-ee46bd872e2c4c0a939b65ebf3cb61ca
Source dataset
uspto-grants-1987_06
Patent number
US04672101

Reaction notes

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