Hydrochloric Acid → HCID 11990426, compound

HRID 1669969Notes

Reaction equation

HRID 1669969 reaction equation
C[O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:26])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:14][CH:13]=1.O.[OH-].[Li+].Cl>CO>[CH2:19]([O:18][C:15]1[CH:16]=[CH:17][C:12]([C:11]([NH:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([OH:27])=[O:2])=[O:26])=[CH:13][CH:14]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 67351355HCID 67351355, compound

Product 1

HCID 11990426HCID 11990426, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 2-(4-benzyloxy-benzoylamino)-benzoic acid methyl ester (50 mg) in methanol (3 mL) was added lithium hydroxide monohydrate (6.3 mg) and the reaction mixture was stirred at room temperature until the reaction was complete. The reaction mixture was then reacidified using 1N HCl and the product was then purified by column chromatography (SiO2, ethyl acetate-ethanol: 0-20%) to give 2-(4-benzyloxy-benzoylamino)-benzoic acid as a white solid (39 mg). MS (m/e): 346.3 (M−H−, 100%).

Workup

  1. customthe product was then purified by column chromatography (SiO2, ethyl acetate-ethanol: 0-20%)

Sources & evidence

ORD record
ord-a270704af8264cf395879688dbd4b7e0
Source dataset
uspto-grants-2011_08
Patent number
US07989657B2

Reaction notes

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