HCID 57582496, compound → HCID 15980988, compound

HRID 1692164Notes

Reaction equation

HRID 1692164 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-9f6021c605784ff5b82f09ccb2a1caf7
Source dataset
uspto-grants-2012_04
Patent number
US08153841B2

Reaction notes

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