Potassium Carbonate → HCID 21072863, compound

HRID 33378Notes

Reaction equation

HRID 33378 reaction equation
[C:1]([C:4]1[C:5]([OH:25])=[C:6]([NH:18][C:19](=[O:24])[C:20](Br)([CH3:22])[CH3:21])[CH:7]=[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:9]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:1]([C:4]1[C:5]2[O:25][C:20]([CH3:22])([CH3:21])[C:19](=[O:24])[NH:18][C:6]=2[CH:7]=[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:9]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21072865N-(3-acetyl-5-benzyloxy-2-hydroxyphenyl)-2-bromo-2-methylpropionamide

Product 1

HCID 21072863HCID 21072863, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

6.60 g (16.2 mmol) N-(3-acetyl-5-benzyloxy-2-hydroxy-phenyl)-2-bromo-2-methyl-propionamide and 2.76 g (20 mmol) potassium carbonate are stirred for 1 hour in 70 mL acetonitrile at reflux temperature. The solid is suction filtered, the filtrate is evaporated down and the residue is combined with 30 mL ethyl acetate. After further filtration and after the solvent has been distilled off the crude product is crystallised from a little methanol.

Workup

  1. temperatureat reflux temperature
  2. filtrationfiltered
  3. customthe filtrate is evaporated down
  4. filtrationAfter further filtration
  5. distillationafter the solvent has been distilled off the crude product
  6. customis crystallised from a little methanol

Sources & evidence

ORD record
ord-43e5af5002dd4522a4df48488fde2b45
Source dataset
uspto-grants-2008_09
Patent number
US07429583B2

Reaction notes

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