HCID 59702455, compound → 7-Amino-2,2-dimethyl-4H-1,3-benzodioxine-4-one

HRID 733504Notes

Reaction equation

HRID 733504 reaction equation
[CH3:1][C:2]1([CH3:24])[O:7][C:6]2[CH:8]=[C:9]([NH:12]C(=O)OCC3C=CC=CC=3)[CH:10]=[CH:11][C:5]=2[C:4](=[O:23])[O:3]1>CO.[Pd]>[NH2:12][C:9]1[CH:10]=[CH:11][C:5]2[C:4](=[O:23])[O:3][C:2]([CH3:1])([CH3:24])[O:7][C:6]=2[CH:8]=1

Participants

4

Reactant 1

HCID 59702455HCID 59702455, compound

Product 1

HCID 231100727-Amino-2,2-dimethyl-4H-1,3-benzodioxine-4-oneYield 77.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl 2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-7-ylcarbamate (3.5 g) in methanol (250 mL) was added Pd/C (350 mg) and hydrogenated under 2 Kg of pressure for 24 h. The reaction mixture was filtered through a bed of celite and concentrated to give the title compound (1.6 g).

Workup

  1. filtrationThe reaction mixture was filtered through a bed of celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-7bdf575414fb4ee9b6b3ced28eaa1529
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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