Boric Acid → 3-Aminobenzylamine

HRID 580089Notes

Reaction equation

HRID 580089 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[CH:7]=[N:8]O)([O-])=O.B(O)(O)O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[CH2:7][NH2:8]

Participants

6

Reactant 3

HCID 7628Boric AcidHCID 2191323-NitrobenzaldoximeHCID 178418361HCID 178418361, compound

Product 1

HCID 46288313-AminobenzylamineYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

16.6 g (0.1 mol) of m-nitrobenzaldoxime obtained in Example 2, 0.3 g of a 5% Pd-C catalyst, 6.2 g (0.1 mol) of boric acid and 50 ml of ethanol were charged into a hermetically sealed glass container and stirred vigorously while charging hydrogen. Reaction was effected at temperatures of 20° to 25° C. for 8 hours. After reaction, the resulting mixture was filtered to remove the catalyst and was subject to the same post-treatment as in Example 1. 10 g of m-aminobenzylamine of 99.9% in purity was obtained (yield 82%).

Workup

  1. customReaction
  2. customAfter reaction
  3. filtrationthe resulting mixture was filtered
  4. customto remove the catalyst

Sources & evidence

ORD record
ord-246769058a6f47a49e7f79fe0970b204
Source dataset
uspto-grants-1988_06
Patent number
US04751328

Reaction notes

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