Potassium Carbonate → HCID 21072863, compound

HRID 29817Notes

Reaction equation

HRID 29817 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 elimination of the solvent by distillation 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 and elimination of the solvent
  5. distillationby distillation the crude product
  6. customis crystallised from a little methanol

Sources & evidence

ORD record
ord-9981b0f271594807973503bf908b690c
Source dataset
uspto-grants-2008_09
Patent number
US07423036B2

Reaction notes

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