Sodium Bicarbonate → HCID 178502623, compound

HRID 612802Notes

Reaction equation

HRID 612802 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15])[CH2:5][N+:6]([O-])=[O:7].C(=O)(O)[O-].[Na+]>O>[CH3:1][O:2][N:3]=[C:4]1[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][C:5]1=[N:6][OH:7]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 1361444021-(2-Hydroxyphenyl)-2-nitroethanone O-methyloxime

Product 1

HCID 178502623HCID 178502623, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
92.5 °C

Procedure

71.8 g of 1-(2-hydroxy-phenyl)-2-nitro-ethanone O-methyl-oxime are added to a solution of 121 g (0.342 mol) of sodium bicarbonate in 700 ml of water. Within 30 minutes, the mixture is heated to 90-95° C., on which undissolved starting material melts and reacts and the product crystallizes out. The mixture is cooled to 20° C. and the product is filtered off, washed with 500 ml of water a little at a time and air-dried. 57.4 g (91.3% of theory) of benzofuran-2,3-dione 3-(O-methyl-oxime) 2-oxime are obtained as a mixture of two stereoisomers.

Workup

  1. customreacts
  2. customthe product crystallizes out
  3. temperatureThe mixture is cooled to 20° C.
  4. filtrationthe product is filtered off
  5. washwashed with 500 ml of water a little at a time
  6. customair-dried

Sources & evidence

ORD record
ord-0166b897cf9c44beb7a86688ea651d45
Source dataset
uspto-grants-1999_12
Patent number
US06005104

Reaction notes

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