Hydrazine hydrate (1:1) → 69099-74-7

HRID 232536Notes

Reaction equation

HRID 232536 reaction equation
O.[NH2:2][NH2:3].O=[C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH:6]1[CH2:14][C:15]([OH:17])=O>C(O)C>[N:2]1[NH:3][C:15](=[O:17])[CH2:14][CH:6]2[CH2:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:5]=12

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 10954334(1-Oxo-indan-2-yl)-acetic acid

Product 1

HCID 305261669099-74-7Yield 60.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.53 g (0.011 mol) of hydrazine hydrate dissolved in 25 mL ethanol was added 1.2 g (0.0089 mol) of the product from step B. The reaction mixture was refluxed for 18 hours, cooled to room temperature, concentrated under vacuum, added 100 mL H2O and extracted with ethyl acetate (3×50 mL), washed with brine (1×100 mL), dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum to afford 1.0 g of a yellow solid.

Workup

  1. temperatureThe reaction mixture was refluxed for 18 hours
  2. concentrationconcentrated under vacuum
  3. additionadded 100 mL H2O
  4. extractionextracted with ethyl acetate (3×50 mL)
  5. washwashed with brine (1×100 mL)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-8fd80bfc373f4339b22f4772bf8ce9de
Source dataset
uspto-grants-1997_01
Patent number
US05591729

Reaction notes

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