Hydrochloric Acid → HCID 12070662, compound

HRID 1264923Notes

Reaction equation

HRID 1264923 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:13]3[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][CH:14]=3)[O:11][CH:12]=2)=[CH:4][CH:3]=1.[OH-].[Na+].O1CCCC1.Cl>O.CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([C:13]3[CH:22]=[CH:21][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=3)[O:11][CH:12]=2)=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 18613897Methyl 4-[4-(4-chlorophenyl)-2-oxazolyl]benzoate

Product 1

HCID 12070662HCID 12070662, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of methyl 4-[4-(4-chlorophenyl)-2-oxazolyl]benzoate (450 mg), a 1N aqueous solution of sodium hydroxide (2.5 ml), tetrahydrofuran (10 ml) and methanol (5 ml) was stirred at 60 to 70° C. for 20 minutes. The reaction mixture was poured into water. To the mixture was added 1N hydrochloric acid, and precipitated 4-[4-(4-chlorophenyl)-2-oxazolyl]benzoic acid (273 mg, Yield: 64%) was collected by filtration and then washed with water. The product was recrystallized from acetone-isopropyl ether to obtain pale yellow prisms. Melting Point: 283 to 284° C. (decomposition).

Sources & evidence

ORD record
ord-900f5f31b306459bbe341562963f140f
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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