Acetic Acid → HCID 68934618, compound

HRID 1455094Notes

Reaction equation

HRID 1455094 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:22](O)(=[O:24])C>O>[OH:24][CH:22]=[C:8]1[C:3](=[O:2])[C:4]2[N:20]([CH3:19])[N:21]=[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:5]=2[CH2:6][C:7]1([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 176Acetic Acid2×HCID 6061MethylhydrazineHCID 57444092HCID 57444092, compound

Product 1

HCID 68934618HCID 68934618, compoundYield 67.6%

Reagents, catalysts & solvents 1

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-644e6ae58faa4278b4950b575801770b
Source dataset
uspto-grants-2009_01
Patent number
US07482354B2

Reaction notes

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