Methylhydrazine → HCID 57531656, compound

HRID 44591Notes

Reaction equation

HRID 44591 reaction equation
C[O:2][C:3]1[C:4](=O)[CH:5]([C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:6][C:7]([CH3:10])([CH3:9])[CH:8]=1.[CH3:19][NH:20][NH2:21]>C(O)(=O)C.O>[CH3:19][N:20]1[C:4]2[C:3](=[O:2])[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][C:5]=2[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:21]1

Participants

5

Reactant 2

HCID 6061MethylhydrazineHCID 57444092HCID 57444092, compound

Product 1

HCID 57531656HCID 57531656, compoundYield 67.6%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 962WaterSolvent

Procedure

A solution of ethyl (3-methoxy-5,5-dimethyl-2-oxocyclohex-3-en-1-yl)(oxo)acetate (15.50 g, 0.061 mol) in acetic acid (100 mL) was treated dropwise with a solution of methyl hydrazine (3.49 mL, 0.066 mol) dissolved in acetic acid (50 mL). After 24 hours at room temperature, the reaction mixture was diluted with water (2 L) under vigorous stirring. The resulting precipitate was filtered and washed with water to obtain the title compound (10.30 g, 67.6% yield) as a yellow solid.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-e7ee3a87540f4901b323682f818a3506
Source dataset
uspto-grants-2013_09
Patent number
US08541429B2

Reaction notes

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