HCID 86592327, compound → HCID 86592326, compound

HRID 1269555Notes

Reaction equation

HRID 1269555 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[C:9]([Cl:11])[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=2)=[C:7]([Cl:22])[C:6]=1[CH3:23])(=[O:3])[CH3:2]>C(OCC)(=O)C.O.[Pt](=O)=O>[C:1]([O:4][C:5]1[CH:10]=[C:9]([Cl:11])[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)=[C:7]([Cl:22])[C:6]=1[CH3:23])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 86592327HCID 86592327, compound

Product 1

HCID 86592326HCID 86592326, compoundYield 54.6%

Reagents, catalysts & solvents 2

HCID 11139377Platinum dioxide monohydrateCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of methyl[3,5-dichloro-4-(4-nitrophenoxy)phenyl] acetate (14 g) in ethyl acetate (90 mL) was added platinum(IV) oxide monohydrate (0.48 g) and the mixture was stirred vigorously under hydrogen gas (1 atmospheres) for 6 hours. The suspension was filtered and the filtrate concentrated. The residue was purified on column (silica gel, n-heptane/ethyl acetate, 1:1) to give 7.0 g of methyl[3,5-dichloro-4-(4-aminophenoxy)-phenyl] acetate as orange crystals.

Workup

  1. filtrationThe suspension was filtered
  2. concentrationthe filtrate concentrated
  3. customThe residue was purified on column (silica gel, n-heptane/ethyl acetate, 1:1)

Sources & evidence

ORD record
ord-c716cae9d50046f88dfdf56fc206c92c
Source dataset
uspto-grants-2007_04
Patent number
US07199265B2

Reaction notes

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