Hydrochloric Acid → HCID 22419417, compound

HRID 1719993Notes

Reaction equation

HRID 1719993 reaction equation
C([O:4][CH2:5][CH:6]1[O:11][C:10](=[O:12])[CH:9]([C:13](=[O:24])[C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[N+:21]([O-:23])=[O:22])[C:8](=[O:25])[CH2:7]1)(=O)C.[OH-].[Na+].Cl>C(O)C>[OH:4][CH2:5][CH:6]1[O:11][C:10](=[O:12])[CH:9]([C:13](=[O:24])[C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[N+:21]([O-:23])=[O:22])[C:8](=[O:25])[CH2:7]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22419416HCID 22419416, compound

Product 1

HCID 22419417HCID 22419417, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 10 ml of ethanol was dissolved 1.50 g (4.1 mmole) of 6-acetoxymethyl-3-(4-chloro-2-nitrobenzoyl)-tetrahydropyran-2,4-dione, then 8.0 ml of 1N aqueous solution of sodium hydroxide was added thereto to react for 1 hour at room temperature. The solution for the reaction was poured into ice water, acidified with diluted hydrochloric acid, then extracted with chloroform. The organic solvent layer extracted was washed with water and saturated brine in turn, dried with magnesium sulfate, and the solvent therein was distilled. The resulting crystals were washed with methanol, then 0.90 g of the objective product was obtained in whitish crystals. The melting point thereof was from 135° to 137° C.

Workup

  1. customto react for 1 hour at room temperature
  2. extractionextracted with chloroform
  3. extractionThe organic solvent layer extracted
  4. washwas washed with water and saturated brine in turn
  5. dry with materialdried with magnesium sulfate
  6. distillationthe solvent therein was distilled
  7. washThe resulting crystals were washed with methanol

Sources & evidence

ORD record
ord-d021bae62d78404286700117eb8425fa
Source dataset
uspto-grants-1996_04
Patent number
US05504056

Reaction notes

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