Hydrochloric Acid → HCID 85448910, compound

HRID 1357036Notes

Reaction equation

HRID 1357036 reaction equation
COC[O:4][C:5]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:13][O:14][N:15]=[C:16]([C:18]1[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[N:19]=1)[CH3:17].Cl.[OH-].[Na+]>O1CCCC1>[OH:4][C:5]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:13][O:14][N:15]=[C:16]([C:18]1[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[N:19]=1)[CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 73178436HCID 73178436, compound

Product 1

HCID 85448910HCID 85448910, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.77 g (5.14 mmol) of 1-(4,6-dimethyl-2-pyridinyl)ethanone O-[(2-methoxymethoxy-3-methoxyphenyl)methyl] oxime was dissolved in 20 ml of tetrahydrofuran, and the resultant solution was added with 10 ml of 1N-hydrochloric acid. The obtained mixture was then heated to reach the reflux temperature and further stirred for an hour. Then, the mixture was cooled to a room temperature, neutralized with aqueous solution of 1N-sodium hydroxide and subjected to an extraction with diethyl ether. The resultant nonaqueous layer was washed with saturated saline solution, dried with anhydrous magnesium sulfate and then condensed under reduced pressure to thereby obtain the target compound in an amount of 1.6 g.

Workup

  1. temperatureThe obtained mixture was then heated
  2. extractionsubjected to an extraction with diethyl ether
  3. washThe resultant nonaqueous layer was washed with saturated saline solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customcondensed under reduced pressure
  6. customto thereby obtain the target compound in an amount of 1.6 g

Sources & evidence

ORD record
ord-d21641f95ff84bc6bab41b7f92f51d38
Source dataset
uspto-grants-2003_07
Patent number
US06589967B1

Reaction notes

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