2-(2-Methoxy-5-nitrophenyl)-1,3-dioxolane → HCID 18938967, compound

HRID 356635Notes

Reaction equation

HRID 356635 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[CH:12]1[O:16][CH2:15][CH2:14][O:13]1>CO.O=[Pt]=O>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([CH:12]2[O:16][CH2:15][CH2:14][O:13]2)[CH:5]=1

Participants

4

Reactant 1

HCID 189389642-(2-Methoxy-5-nitrophenyl)-1,3-dioxolane

Product 1

HCID 18938967HCID 18938967, compoundYield 104.2%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-(2-methoxy-5-nitrophenyl)-1,3-dioxolane (1.00 g, 4.4 mmol) in methanol (45 ml) was added PtO2 (20 mg) as a catalyst. The resulted mixture was reacted with Parr Shaker (2.2 kg/cm2) for 1.5 hr. After removal of catalyst by filtration, the reaction mixture was evaporated in vacuo to give crude 2-(5-amino-2-methoxyphenyl)-1,3-dioxolane (894.6 mg, 100%) as a brown oil.

Workup

  1. customThe resulted mixture was reacted with Parr Shaker (2.2 kg/cm2) for 1.5 hr
  2. customAfter removal of catalyst
  3. filtrationby filtration
  4. customthe reaction mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-b7662216b5c04ce89c88e67fb2dc906c
Source dataset
uspto-grants-1998_11
Patent number
US05837711

Reaction notes

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