Hydrazine hydrate (1:1) → HCID 59128632, compound

HRID 1991017Notes

Reaction equation

HRID 1991017 reaction equation
[CH2:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[CH3:14])[C:7](OC)=[O:8])[CH:2]=[CH2:3].O.[NH2:16][NH2:17]>C(O)C>[CH2:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[CH3:14])[C:7]([NH:16][NH2:17])=[O:8])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59128644Methyl 4-methyl-3-(2-propen-1-yl)benzoate

Product 1

HCID 59128632HCID 59128632, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of methyl 3-allyl-4-methylbenzoate (2.84 g, 15 mmol) and hydrazine hydrate (2.1 mL, 37.5 mmol) in ethanol (5 mL) was heated to 100° C. for 6 hours. After cooling, the mixture was partitioned between ethyl acetate and water, and the combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated under reduced pressure to give 3-allyl-4-methyl-benzoic acid hydrazide as a white solid. (Yield 2.80 g, 98.1%).

Workup

  1. temperatureAfter cooling
  2. customthe mixture was partitioned between ethyl acetate and water
  3. washthe combined organic layers were washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7d235f74240e4359a99e3522c0402d53
Source dataset
uspto-grants-2010_01
Patent number
US07645764B2

Reaction notes

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