Ethyl Acetate → HCID 67170012, compound

HRID 1475768Notes

Reaction equation

HRID 1475768 reaction equation
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]2[CH2:14][C:13]([F:16])([F:15])[CH2:12]2)=[C:6]([N+:17]([O-])=O)[CH:5]=1.CC(=O)OCC>[Pd].C(O)(=O)C>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]2[CH2:14][C:13]([F:15])([F:16])[CH2:12]2)=[C:6]([NH2:17])[CH:5]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 67170971HCID 67170971, compound

Product 1

HCID 67170012HCID 67170012, compoundYield 79.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

1.4 g of 4-(3,3-Difluoro-cyclobutoxy)-3-nitro-benzoic acid methyl ester were dissolved using 50 ml of EA and 10 ml of acetic acid, 200 mg of Pd/C 10% (50% water) added and hydrogenated under an atmosphere of hydrogen at normal pressure for 16 h at room temperature. The reaction mixture was filtrated, 100 ml of EA added and washed twice using 30 ml of a saturated aqueous Na2CO3-solution. The organic layer was dried using MgSO4 and volatiles were evaporated to yield 1.0 g of the title compound that was used without further purification.

Workup

  1. additionadded
  2. filtrationThe reaction mixture was filtrated
  3. addition100 ml of EA added
  4. washwashed twice
  5. customThe organic layer was dried
  6. customwere evaporated

Sources & evidence

ORD record
ord-d1bff0e6b52a46a9a0322fa7b88317f0
Source dataset
uspto-grants-2015_04
Patent number
US09018383B2

Reaction notes

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