4-Methylanthranilic acid → 81335-87-7

HRID 889250Notes

Reaction equation

HRID 889250 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5]>C1COCC1>[NH2:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[CH2:4][OH:5]

Participants

3

Reactant 1

HCID 753164-Methylanthranilic acid

Product 1

HCID 43677681335-87-7

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 2-amino-4-methylbenzoic acid (1.0 g, 6.62 mmol) in THF (10 mL) is added drop wise BH3 THF (1.0 M, 16.6 mL, 16.6 mmol) and the mixture is stirred at RT for 3 days. Excess BH3 is quenched with 1N HCl at 0° C. The solvent is evaporated to obtain a white solid. The solid is washed with water, and then hexane to remove the water. The solid is then dried in an oven to obtain the title compound).

Workup

  1. customExcess BH3 is quenched with 1N HCl at 0° C
  2. customThe solvent is evaporated
  3. customto obtain a white solid
  4. washThe solid is washed with water
  5. customhexane to remove the water
  6. customThe solid is then dried in an oven

Sources & evidence

ORD record
ord-439af5ff739246aaa46238783daab121
Source dataset
uspto-grants-2012_08
Patent number
US08252820B2

Reaction notes

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