Hydrochloric Acid → HCID 57747227, compound

HRID 1163463Notes

Reaction equation

HRID 1163463 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:8]([OH:15])=[C:7]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:6]=1)=[O:4].Cl[C:21]1[CH:22]=[CH:23][C:24]([O:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:30]=2[Cl:36])=[C:25]([OH:27])[CH:26]=1.C(=O)([O-])[O-].[K+].[K+].[ClH:43]>O1CCCC1.O>[Cl:43][C:22]1[CH:21]=[CH:26][C:25]([O:27][CH2:2][C:3]([C:5]2[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:8]([OH:15])=[C:7]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:6]=2)=[O:4])=[C:24]([O:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:30]=2[Cl:36])[CH:23]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5564TriclosanHCID 11430Potassium CarbonateHCID 6161612-Bromo-1-[3,5-di(tert-butyl)-4-hydroxyphenyl]ethan-1-one

Product 1

HCID 57747227HCID 57747227, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 10.0 g (30.5 mmol) of 2-bromo-1-(4-hydroxy-3,5-di-tert-butylphenyl)-ethanone and the 8.8 g (30.5 mmol) of 5-chloro-2-(2,4-di-chloro-phenoxy)-phenol in 50 ml of tetrahydrofuran, 6.3 g (45.7 mmol) of potassium carbonate is added and the mixture is stirred for 4 days at room temperature. After addition of water and adjusting the pH to 5-6 by adding 32% HCl, the mixture is extracted with ethyl acetate. The combined extracts are washed with water, dried and evaporated. Crystallization of the crude product from methanol gives 15.4 g of compound 104, m.p. 111-114° C.

Workup

  1. extractionthe mixture is extracted with ethyl acetate
  2. washThe combined extracts are washed with water
  3. customdried
  4. customevaporated
  5. customCrystallization of the crude product from methanol

Sources & evidence

ORD record
ord-a92d71a908804df78dbae6c64069ec4b
Source dataset
uspto-grants-2010_10
Patent number
US07820865B2

Reaction notes

Loading…