Tetrahydrofuran → HCID 67288189, compound

HRID 1185969Notes

Reaction equation

HRID 1185969 reaction equation
[CH3:1][O:2][C:3](=[O:18])[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][C:7]=1[N+:15]([O-])=O)[CH3:5].O1CCCC1.[BH4-].[Na+].[Cl-].[Cl-].[Cl-].[Al+3]>O>[CH3:1][O:2][C:3](=[O:18])[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][C:7]=1[NH2:15])[CH3:5]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 6451240Aluminum(III) ChlorideHCID 13973078HCID 13973078, compound

Product 1

HCID 67288189HCID 67288189, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The obtained 2,4-dinitrophenylpropanoic acid methyl ester (2.29 g) was added into tetrahydrofuran (50 ml), and was dissolved by stirring at room temperature. Sodium borohydride (0.76 g, 0.02 mole) and aluminum trichloride (1.33 g, 0.01 mole) were then added, and reaction was conducted for 2 hours at room temperature. After the reaction, water (10 ml) was added to completely react with the remaining reductant. Solvent was removed by distilling under a reduced pressure to obtain 2,4-diaminophenylpropanoic acid methyl ester (1.67 g, yield: 86%).

Workup

  1. dissolutionwas dissolved
  2. customreaction
  3. additionwas added
  4. customto completely react with the remaining reductant
  5. customSolvent was removed
  6. distillationby distilling under a reduced pressure

Sources & evidence

ORD record
ord-168980e6d6914c22ac706780c1a65dcb
Source dataset
uspto-grants-2014_03
Patent number
US08673177B2

Reaction notes

Loading…