Calcium hypochlorite → HCID 86760481, compound

HRID 1269563Notes

Reaction equation

HRID 1269563 reaction equation
[Cl:1][O-].[Ca+2].Cl[O-].[C:6]([O:9][C:10]1[CH:15]=[C:14]([Cl:16])[C:13]([O:17][C:18]2[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=2)=[C:12]([Cl:25])[C:11]=1[CH3:26])(=[O:8])[CH3:7]>O.C(O)(=O)C.CC(C)=O>[C:6]([O:9][C:10]1[CH:15]=[C:14]([Cl:16])[C:13]([O:17][C:18]2[CH:23]=[CH:22][C:21]([NH2:24])=[C:20]([Cl:1])[CH:19]=2)=[C:12]([Cl:25])[C:11]=1[CH3:26])(=[O:8])[CH3:7]

Participants

6

Reactant 2

HCID 24504Calcium hypochloriteHCID 86592326HCID 86592326, compound

Product 1

HCID 86760481HCID 86760481, compoundYield 48.1%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
-15 °C

Procedure

Calcium hypochlorite (14 mg) was dissolved in a mixture of water (2 mL) and glacial acetic acid (one drop). Methyl[3,5-dichloro-4-(4-aminophenoxy)phenyl] acetate (35 mg) dissolved in acetone (2 mL) was added at −10° C. After stirring at −15° C. for 2 hours, the reaction mixture was concentrated and the residue partioned between sodium hydroxide (1 N) and ethyl acetate. After purification on column (silica gel, ethyl acetate/petrolium ether, 1:4), 17 mg (43%) of methyl[3,5-dichloro-4-(4-amino-3-chlorophenoxy)phenyl] acetate was obtained.

Workup

  1. additionwas added at −10° C
  2. concentrationthe reaction mixture was concentrated
  3. customAfter purification on column (silica gel, ethyl acetate/petrolium ether, 1:4)

Sources & evidence

ORD record
ord-788d5807458742cdaa45ec61a641816a
Source dataset
uspto-grants-2007_04
Patent number
US07199265B2

Reaction notes

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