Hydrochloric Acid → HCID 4590482, compound

HRID 1242895Notes

Reaction equation

HRID 1242895 reaction equation
[OH-].[Na+].[C:3]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:8]=[CH:7][C:6]([C:9]([NH:11][C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=2)=[O:10])=[CH:5][CH:4]=1.Cl.C(OCC)(=O)C>C1COCC1.CO>[C:3]1([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:8]=[CH:7][C:6]([C:9]([NH:11][C:12]2[CH:21]=[CH:20][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=2)=[O:10])=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 2838376HCID 2838376, compound

Product 1

HCID 4590482HCID 4590482, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1N Aqueous sodium hydroxide solution (8 ml) was added to a mixed solution of methyl 4-(4-biphenylylcarbonylamino)benzoate (1.998 g) in THF (60 ml) and methanol (20 ml), which was stirred at room temperature for 18 hours. 1N Hydrochloric acid (10 ml) was added to the reaction mixture, and extraction was conducted using ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride solution, dried, and then concentrated. The resulting crude crystals were washed with diethyl ether to give the titled compound (1.760 g).

Workup

  1. washThe organic layer was washed with water and saturated aqueous sodium chloride solution
  2. customdried
  3. concentrationconcentrated
  4. washThe resulting crude crystals were washed with diethyl ether

Sources & evidence

ORD record
ord-aa7b9baf24e846868f71db62b820a5e6
Source dataset
uspto-grants-2006_10
Patent number
US07115750B1

Reaction notes

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