Acetic Anhydride → HCID 334389, compound

HRID 1508455Notes

Reaction equation

HRID 1508455 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[C:10]([NH:13][CH2:14][C:15]([OH:17])=[O:16])(=O)[CH3:11].C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[C:14]2[C:15](=[O:16])[O:17][C:10]([CH3:11])=[N:13]2)=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 7918Acetic AnhydrideHCID 10972AcetylglycineHCID 707414-BromobenzaldehydeHCID 517045Sodium Acetate

Product 1

HCID 334389HCID 334389, compoundYield 64%

Procedure

A mixture of 4-bromobenzaldehyde (2.88 g, 35.10 mmol), N-acetyl-glycine (3.80 g, 32.40 mmol) and sodium acetate (2.88 g, 35.1 mmol) in acetic anhydride (13.79 g, 135 mmol), was refluxed for 1 h with continuous stirring. After cooling, the reaction was quenched with ice and vigorously stirred for 1 h in an ice bath to allow precipitation. Filtration afforded compound in 64% yield.

Workup

  1. temperaturewas refluxed for 1 h with continuous stirring
  2. temperatureAfter cooling
  3. customthe reaction was quenched with ice
  4. customprecipitation
  5. filtrationFiltration
  6. customafforded compound in 64% yield

Sources & evidence

ORD record
ord-69584f485a524ff382293fb4cc44f9ff
Source dataset
uspto-grants-2015_12
Patent number
US09221860B2

Reaction notes

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