Sodium Bicarbonate → N-{2-[Bis(4-hydroxyphenyl)methyl]phenyl}cyclohexanecarboxamide

HRID 36445Notes

Reaction equation

HRID 36445 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([C:27]2[CH:32]=[CH:31][C:30]([O:33]C(=O)C)=[CH:29][CH:28]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH:18][C:19]([CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[O:20])=[CH:7][CH:6]=1)(=O)C.C(=O)([O-])O.[Na+]>C(O)C>[OH:33][C:30]1[CH:29]=[CH:28][C:27]([CH:11]([C:8]2[CH:7]=[CH:6][C:5]([OH:4])=[CH:10][CH:9]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH:18][C:19]([CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]2)=[O:20])=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 19938120HCID 19938120, compound

Product 1

HCID 19938184N-{2-[Bis(4-hydroxyphenyl)methyl]phenyl}cyclohexanecarboxamideYield 57.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 2.21 g of Compound 101 obtained by Example 101 was added 50 ml of ethanol and 50 ml of saturated aqueous sodium hydrogencarbonate, and the mixture was heated under reflux for 2 hours. After the reaction was completed, the solvent was evaporated under reduced pressure. Precipitated crystals were washed with water and then recrystallized to afford 1.05 g of the desired compound (Compound 120)

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customthe solvent was evaporated under reduced pressure
  4. customPrecipitated crystals
  5. washwere washed with water
  6. customrecrystallized

Sources & evidence

ORD record
ord-474ce9b99a984b45bf77ed8c9274c0dc
Source dataset
uspto-grants-1995_05
Patent number
US05413997

Reaction notes

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