HCID 57582496, compound → HCID 15980988, compound

HRID 526023Notes

Reaction equation

HRID 526023 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([O:15][CH3:16])[C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)(=O)C>O.NN>[CH3:16][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]

Participants

3

Reactant 1

HCID 57582496HCID 57582496, compound

Product 1

HCID 15980988HCID 15980988, compoundYield 45.1%

Reagents, catalysts & solvents 1

HCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

2-(4-Acetamidophenyl)-2-methoxyacetic acid (7.1 g, 31.8 mmol) was heated with hydrazine monohydrate (40 ml) for 16 hr, cooled and concentrated in vacuo. The resulting residual oil was purified by silica gel column chromatography (eluent 20-40% methanol in CH2Cl2) to give 2.6 g (45%) of (±)-2-methoxy-2-(4′-aminophenyl)-acetic acid

Workup

  1. temperaturecooled
  2. concentrationconcentrated in vacuo
  3. customThe resulting residual oil was purified by silica gel column chromatography (eluent 20-40% methanol in CH2Cl2)

Sources & evidence

ORD record
ord-7be30431c0674a748512d063e199a60a
Source dataset
uspto-grants-2016_05
Patent number
US09345680B2

Reaction notes

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