HCID 57582493, compound → HCID 15980989, compound

HRID 526025Notes

Reaction equation

HRID 526025 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([O:15][CH2:16][CH3:17])[C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)(=O)C>O.NN>[CH2:16]([O:15][CH:11]([C:8]1[CH:7]=[CH:6][C:5]([NH2:4])=[CH:10][CH:9]=1)[C:12]([OH:14])=[O:13])[CH3:17]

Participants

3

Reactant 1

HCID 57582493HCID 57582493, compound

Product 1

HCID 15980989HCID 15980989, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

2-(4-Acetamido phenyl)-2-ethoxyacetic acid (7.54 g, 31.8 mmol) was heated with hydrazine monohydrate (40 ml) for 16 hr, the mixture cooled then concentrated in vacuo. The residual oil was then purified by silica column chromatography (20-40% methanol in CH2Cl2 eluent) to give (±)-2-ethoxy-2-(4′-aminophenyl)-acetic acid (2.3 g, 37%) as a white foam.

Workup

  1. temperaturethe mixture cooled
  2. concentrationthen concentrated in vacuo
  3. customThe residual oil was then purified by silica column chromatography (20-40% methanol in CH2Cl2 eluent)

Sources & evidence

ORD record
ord-af69baaab9544041ad0ca05338827fe1
Source dataset
uspto-grants-2016_05
Patent number
US09345680B2

Reaction notes

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