Hydrochloric Acid → HCID 118292823, compound

HRID 1486858Notes

Reaction equation

HRID 1486858 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH2:19][C:18]([CH2:25][C:26]([O:28]CCCC)=[O:27])([CH2:20][C:21]([O:23]C)=[O:22])[O:17][N:16]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1COCC1.[OH-].[Na+].Cl>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH2:19][C:18]([CH2:25][C:26]([OH:28])=[O:27])([CH2:20][C:21]([OH:23])=[O:22])[O:17][N:16]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 118292740HCID 118292740, compound

Product 1

HCID 118292823HCID 118292823, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of butyl methyl 2,2′-(3-(3-(benzyloxy)phenyl)-4,5-dihydro-1,2-oxazole-5,5-diyl)diacetate (1.02 g), THF (15 mL), methanol (15 mL), and a 1 M aqueous sodium hydroxide solution (15 mL) was stirred overnight at room temperature. The reaction mixture was neutralized with 1 M hydrochloric acid at 0 C, followed by extraction with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure to obtain the title compound (0.786 g).

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-20fef896e8c3496caf5b5186c2bcfa65
Source dataset
uspto-grants-2016_08
Patent number
US09428470B2

Reaction notes

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