Sodium Carbonate → HCID 118161306, compound

HRID 2279278Notes

Reaction equation

HRID 2279278 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=O.[C:11]([NH:14][CH2:15][C:16]([OH:18])=[O:17])(=O)[CH3:12].C(=O)([O-])[O-].[Na+].[Na+].C([O-])(=O)C.[Na+].C(=O)([O-])[O-]>C(OC(=O)C)(=O)C.O>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])/[CH:5]=[C:15]1\[N:14]=[C:11]([CH3:12])[O:18][C:16]\1=[O:17]

Participants

8

Reactant 5

HCID 10340Sodium CarbonateHCID 10972AcetylglycineHCID 19660Carbonate IonHCID 517045Sodium AcetateHCID 5872503-Fluoro-4-hydroxybenzaldehyde

Product 1

HCID 118161306HCID 118161306, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7918Acetic AnhydrideSolvent

Procedure

Commercially available 3-fluoro-4-hydroxybenzaldehyde (14 g, 0.1 mol), N-acetylglycine (14 g, 0.12 mol), sodium carbonate (10.6 g, 0.1 mol) and sodium acetate (16.6 g, 0.2 mol) were mixed at r.t. in 60 mL of acetic anhydride and stirred at moderate heating until full dissolution of carbonate. Then the mixture was refluxed for 2 hours, cooled down to r.t. and diluted with water (200 mL). The precipitate was filtered and used without further purification: 22.34 g. (Yield ˜85%)

Workup

  1. temperatureThen the mixture was refluxed for 2 hours
  2. filtrationThe precipitate was filtered
  3. customused without further purification

Sources & evidence

ORD record
ord-e397e4b5c36b45d1a1d58214903869b8
Source dataset
uspto-grants-2015_09
Patent number
US09133220B2

Reaction notes

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