Ethanol → HCID 86592347, compound

HRID 1269577Notes

Reaction equation

HRID 1269577 reaction equation
[C:1]([O:4][O:5][C:6]1[CH:11]=[C:10]([Br:12])[C:9]([O:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)=[C:8]([Br:23])[C:7]=1[CH2:24][CH3:25])(=[O:3])[CH3:2].C(O)C>C(OC(=O)C)C.Cl[Zn]Cl>[C:1]([O:4][O:5][C:6]1[CH:11]=[C:10]([Br:12])[C:9]([O:13][C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=2)=[C:8]([Br:23])[C:7]=1[CH2:24][CH3:25])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 702EthanolHCID 86592346HCID 86592346, compound

Product 1

HCID 86592347HCID 86592347, compoundYield 88.9%

Reagents, catalysts & solvents 2

HCID 57277646-85-7CatalystHCID 8857Ethyl AcetateSolvent2×

Procedure

Ethyl(3,5-dibromo-4-[4-nitrophenoxy]phenoxy) acetate (2.4 g), zink chloride (5.7 g), ethylacetate (30 mL) and ethanol (30 mL) was heated at reflux for two hours. After cooling down to room temperature, the reaction mixture was diluted with ethylacetate, washed with a saturated aqueous solution of sodium hydrogencarbonate and the organic phase dried over potassium carbonate. After concentration, 2.0 g of ethyl(3,5-dibromo-4-[4-aminophenoxy]phenoxy) acetate was obtained as a brown oil.

Workup

  1. temperatureat reflux for two hours
  2. washwashed with a saturated aqueous solution of sodium hydrogencarbonate
  3. dry with materialthe organic phase dried over potassium carbonate
  4. concentrationAfter concentration

Sources & evidence

ORD record
ord-22611691b7884236bb529b6a2835dc8c
Source dataset
uspto-grants-2007_04
Patent number
US07199265B2

Reaction notes

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