Hydrochloric Acid → HCID 18448751, compound

HRID 1269576Notes

Reaction equation

HRID 1269576 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([O:19]C)[CH:5]=[C:6]([Br:18])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1.Cl>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([OH:19])[CH:5]=[C:6]([Br:18])[C:7]=1[O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18448749HCID 18448749, compound

Product 1

HCID 18448751HCID 18448751, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

Boronitribromide (12 mL, 1 N in dichloromethane) was added to a cooled mixture of 3,5-dibromo-4-(4-nitrophenoxy)anisole (2.0 g) in dichloromethane (50 mL) and left for 16 hours at room temperature. Hydrochloric acid (2 N) was added and the reaction mixture was heated at reflux for 15 minutes. The reaction mixture was diluted with dichloromethane, washed with water and concentrated. Quantitative yield of 3,5-dibromo-4-(4-nitrophenoxy) phenol was obtained.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 15 minutes
  3. washwashed with water
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ebc2ce698b5d42b4b2802c03409f5693
Source dataset
uspto-grants-2007_04
Patent number
US07199265B2

Reaction notes

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