Potassium Carbonate → HCID 21072863, compound

HRID 1372901Notes

Reaction equation

HRID 1372901 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 fresh filtration and distilling off the solvent the crude product is crystallised from a little methanol.

Workup

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

Sources & evidence

ORD record
ord-6c70668230374f7aaade01a89955b64c
Source dataset
uspto-grants-2007_01
Patent number
US07160882B2

Reaction notes

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