Propionic anhydride → HCID 53663315, compound

HRID 2254905Notes

Reaction equation

HRID 2254905 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=O.[C:13]([O-:17])(=[O:16])[CH2:14][CH3:15].[Na+].C(OC(=O)CC)(=O)CC>>[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=[C:14]([CH3:15])[C:13]([OH:17])=[O:16]

Participants

4

Reactant 3

HCID 31263Propionic anhydrideHCID 729332-Chloro-5-nitrobenzaldehydeHCID 2723816Sodium Propionate

Product 1

HCID 53663315HCID 53663315, compound

Conditions

Temperature
90 °C

Procedure

371 g (2 moles) of 2-chloro-5-nitrobenzaldehyde were mixed with 192 g (2 moles) of sodium propionate and 780 g (6 moles) of propionic anhydride. The stirred mixture was then heated for 6 hours at 140°-160° C., solid material going into solution. The solution was then left to cool to 90° C., 200 ml of ice water were added and the precipitated solid was isolated by filtration under suction, washed with water and recrystallized from acetone to give 318 g (66% of theory) of product of melting point 228°-230° C.

Workup

  1. temperatureThe stirred mixture was then heated for 6 hours at 140°-160° C.
  2. waitThe solution was then left
  3. customthe precipitated solid was isolated by filtration under suction
  4. washwashed with water
  5. customrecrystallized from acetone
  6. customto give 318 g (66% of theory) of product of melting point 228°-230° C.

Sources & evidence

ORD record
ord-900cd99e21b44ea98fc68b3ede9b3b82
Source dataset
uspto-grants-1993_08
Patent number
US05237089

Reaction notes

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