Water → HCID 9964555, compound

HRID 642105Notes

Reaction equation

HRID 642105 reaction equation
C[O:2][C:3](=O)[CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=1)[C:9]([O:11][CH3:12])=[O:10].O.[NH2:18][NH2:19].O>CO>[NH:18]([C:3](=[O:2])[CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=1)[C:9]([O:11][CH3:12])=[O:10])[NH2:19]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 6425505HCID 6425505, compound

Product 1

HCID 9964555HCID 9964555, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of methyl 3-(2-methoxy-2-oxoethoxy)benzoate (887 mg, 3.96 mmol) in MeOH (50 mL) was added hydrazine hydrate (1.92 mL). After stirring for 0.5 h at rt, water (50 mL) was added and the reaction mixture was filtered. Washing with water (3×5 mL) and drying under vacuo at 70° C. overnight gave 713 mg of the title compound (80%) as a white solid in 98.3% purity by HPLC (MaxPlot detection between 230 and 400 nm).

Workup

  1. filtrationthe reaction mixture was filtered
  2. washWashing with water (3×5 mL)
  3. customdrying under vacuo at 70° C. overnight

Sources & evidence

ORD record
ord-0b8024708afa4df8b7c6008ce1a59824
Source dataset
uspto-grants-2010_04
Patent number
US07696231B2

Reaction notes

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