Hydrochloric Acid → HCID 21894396, compound

HRID 990302Notes

Reaction equation

HRID 990302 reaction equation
CO.[OH-].[K+].[Br:5][C:6]([Br:26])=[C:7]([C:17]1[CH:22]=[CH:21][C:20]([O:23]C#N)=[CH:19][CH:18]=1)[C:8]1[CH:13]=[CH:12][C:11]([O:14]C#N)=[CH:10][CH:9]=1.Cl>O>[Br:5][C:6]([Br:26])=[C:7]([C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)[C:8]1[CH:9]=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 18421061HCID 18421061, compound

Product 1

HCID 21894396HCID 21894396, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

A 4-necked 5-liter flask, equipped with a mechanical stirrer, a thermometer, and a condenser, is charged with methanol (800 g). Potassium hydroxide (440 g) is added in portions to the methanol solution. After the addition, the solution is cooled to 20° C. To this stirring solution, 1,1,1-tribromo-2,2-(4-hydroxyphenyl)ethane (420 g) is added in portions. The reaction temperature is kept below 40° C. After the addition, the temperature is raised to 50° C. and kept for 2 hours. The reaction mixture is cooled to room temperature and neutralized with 25% HCl solution. After the neutralization, the mixture is heated to reflux and water is added. The mixture is allowed to cool to the room temperature. The precipitates formed are filtered and dried to afford 1,1-dibromo-2,2-bis(4-hydroxyphenyl)ethene.

Workup

  1. customA 4-necked 5-liter flask, equipped with a mechanical stirrer
  2. additionAfter the addition
  3. customis kept below 40° C
  4. additionAfter the addition
  5. temperaturethe temperature is raised to 50° C.
  6. temperatureAfter the neutralization, the mixture is heated
  7. temperatureto reflux
  8. temperatureto cool to the room temperature
  9. customThe precipitates formed
  10. filtrationare filtered
  11. customdried

Sources & evidence

ORD record
ord-455341ae15cc45159f0ff72b1f9c1931
Source dataset
uspto-grants-2002_10
Patent number
US06458993B1

Reaction notes

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