HCID 23368458, compound → HCID 23368502, compound

HRID 1901617Notes

Reaction equation

HRID 1901617 reaction equation
[ClH:1].[NH2:2][CH:3]([CH2:23][O:24][CH3:25])[CH2:4][O:5][C:6]1[C:10]2[CH:11]=[C:12]([O:15]CC3C=CC=CC=3)[CH:13]=[CH:14][C:9]=2[O:8][N:7]=1>CO.[C].[Pd]>[ClH:1].[NH2:2][CH:3]([CH2:23][O:24][CH3:25])[CH2:4][O:5][C:6]1[C:10]2[CH:11]=[C:12]([OH:15])[CH:13]=[CH:14][C:9]=2[O:8][N:7]=1

Participants

4

Reactant 1

HCID 23368458HCID 23368458, compound

Product 1

HCID 23368502HCID 23368502, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a suspension of 0.40 g of 3-(2-amino-3-methoxypropoxy)-5-benzyloxy-1,2-benzoisoxazole hydrochloride in 20 ml of methanol is added 0.1 g of 5% palladium carbon, and they are subjected to catalytic reduction at 20°-25° C. under atmospheric pressure. The 5% palladium carbon is removed from the reaction mixture by filtration, and the solvent is removed from the filtrate by distillation under reduced pressure. The residue obtained is crystallized from 2-propanol, and the crystals are collected by filtration, to obtain 0.16 g of colorless, crystalline 3-(2-amino-3-methoxypropoxy)-5-hydroxy-1,2-benzoisoxazole hydrochloride having a melting point of 187°-190° C.

Workup

  1. customare subjected to catalytic reduction at 20°-25° C. under atmospheric pressure
  2. customThe 5% palladium carbon is removed from the reaction mixture by filtration
  3. customthe solvent is removed from the filtrate by distillation under reduced pressure
  4. customThe residue obtained
  5. customis crystallized from 2-propanol
  6. filtrationthe crystals are collected by filtration

Sources & evidence

ORD record
ord-285c37ee31c6433ea7a25e7c54eb5d33
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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