Hydrochloric Acid → HCID 68883965, compound

HRID 1294146Notes

Reaction equation

HRID 1294146 reaction equation
[C:1]([C:9]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]3[N:32]=[C:33]([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)[O:34][C:35]=3[CH3:36])=[CH:25][CH:24]=2)=[CH:17][C:10]=1[O:11][CH2:12][C:13]([O:15]C)=[O:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCCC1.[OH-].[Na+].Cl>O.CO>[C:1]([C:9]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]3[N:32]=[C:33]([C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=4)[O:34][C:35]=3[CH3:36])=[CH:25][CH:24]=2)=[CH:17][C:10]=1[O:11][CH2:12][C:13]([OH:15])=[O:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 68884261HCID 68884261, compound

Product 1

HCID 68883965HCID 68883965, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a mixture of methyl 2-[2-benzoyl-5-[4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]phenoxy]acetate (0.55 g), tetrahydrofuran (1.5 mL) and methanol (1.5 mL) was added a 1N aqueous sodium hydroxide solution (1.5 mL) and the mixture was stirred at room temperature for 3 hrs. 1N Hydrochloric acid and water were added to acidify the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give 2-[2-benzoyl-5-[4[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]phenoxy]acetic acid as a colorless amorphous compound (0.41 g, 76%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-9fac3ed58dac4d498b16929f498f3a3f
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

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