Acetic Anhydride → HCID 4361347, compound

HRID 1799299Notes

Reaction equation

HRID 1799299 reaction equation
[C:1]([NH:4][CH2:5][C:6]([OH:8])=[O:7])(=O)[CH3:2].[F:9][C:10]([F:21])([F:20])[O:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>O>[CH3:2][C:1]1[O:8][C:6](=[O:7])[C:5](=[CH:16][C:15]2[CH:18]=[CH:19][C:12]([O:11][C:10]([F:9])([F:20])[F:21])=[CH:13][CH:14]=2)[N:4]=1

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 10972AcetylglycineHCID 69573p-(Trifluoromethoxy)benzaldehydeHCID 517045Sodium Acetate

Product 1

HCID 4361347HCID 4361347, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of N-acetylglycine (5.00 g, 42.7 mmol), 4-trifluoromethoxybenzaldehyde (9.30 g, 47.0 mmol), sodium acetate (4.55 g, 55.5 mmol), and acetic anhydride (20 mL, 213 mmol) was stirred at 120° C. for 1 hour, and then was cooled to room temperature. After further ice-cooling, the precipitated yellow solid was suspended in water. The insoluble substance was collected by filtration, washed with water, and dried by heating under reduced pressure to give 10.7 g of the title compound (yellowish brown crystal, yield: 92%).

Workup

  1. temperaturewas cooled to room temperature
  2. temperatureAfter further ice-cooling
  3. filtrationThe insoluble substance was collected by filtration
  4. washwashed with water
  5. customdried
  6. temperatureby heating under reduced pressure

Sources & evidence

ORD record
ord-c4a63c51f74e427fa6f71d6de79dfdf7
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

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