Hydrochloric Acid → HCID 68884315, compound

HRID 1294347Notes

Reaction equation

HRID 1294347 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH2:15][C:16]([O:18]C)=[O:17])[CH:12]=[CH:13][CH:14]=2)=[CH:5][C:4]=1[O:22][CH2:23][C:24]1[N:25]=[C:26]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:27][C:28]=1[CH3:29].[OH-].[Na+].CO.Cl>O.O1CCCC1>[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH2:15][C:16]([OH:18])=[O:17])[CH:12]=[CH:13][CH:14]=2)=[CH:5][C:4]=1[O:22][CH2:23][C:24]1[N:25]=[C:26]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[O:27][C:28]=1[CH3:29]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 68883401HCID 68883401, compound

Product 1

HCID 68884315HCID 68884315, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl 3-[4-methoxy-3-[(2-phenyl-5-methyl-4-oxazolyl)methoxy]benzyloxy]phenylacetate (420 mg), 1N sodium hydroxide (2 mL), methanol (5 mL) and tetrahydrofuran (5 mL) was stirred at room temperature for 3 hrs. The reaction mixture was poured into water, and the mixture was neutralized with 2N hydrochloric acid to give crystals of 3-[4-methoxy-3-[(2-phenyl-5-methyl-4-oxazolyl)methoxy]benzyloxy]phenylacetic acid. Recrystallization from ethyl acetate gave colorless prism crystals (350 mg, 86%). melting point: 114-115° C.

Sources & evidence

ORD record
ord-a42c5a8b393a433388702fff40038133
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

Loading…