Tetrahydrofuran → HCID 46786364, compound

HRID 1185967Notes

Reaction equation

HRID 1185967 reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[N+:14]([O-])=O.O1CCCC1.[BH4-].[Na+].[Cl-].[Cl-].[Cl-].[Al+3]>O>[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[NH2:14]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 286146Methyl 2-(2,4-dinitrophenyl)acetateHCID 4311764Sodium borohydrideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 46786364HCID 46786364, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The obtained 2,4-dinitrophenylacetic acid methyl ester (2.28 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-diaminophenylacetic acid methyl ester (1.73 g, yield: 90%).

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-922b24a1362e48399b7b96a745e17e4f
Source dataset
uspto-grants-2014_03
Patent number
US08673177B2

Reaction notes

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