Acetic Acid → HCID 58575158, compound

HRID 1189462Notes

Reaction equation

HRID 1189462 reaction equation
[CH:1]1([CH:4]([OH:15])[C:5]([O:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:6])[CH2:3][CH2:2]1.N1C=CC=CC=1.[C:22](O)(=[O:24])[CH3:23].O>C(OCC)(=O)C>[C:22]([O:15][CH:4]([CH:1]1[CH2:2][CH2:3]1)[C:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6])(=[O:24])[CH3:23]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 1049PyridineHCID 67133797HCID 67133797, compound

Product 1

HCID 58575158HCID 58575158, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

900 mg of benzyl cyclopropyl(hydroxy)acetate, 9.0 ml of pyridine, and 820 μL, of anhydrous acetic acid were added, followed by stirring at room temperature overnight. To the reaction mixture were added water and ethyl acetate, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and saturated brine, and then dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 1.45 g of benzyl acetoxy(cyclopropyl)acetate.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-13cb2fcb53554a52a664496b2c34aa87
Source dataset
uspto-grants-2014_03
Patent number
US08674096B2

Reaction notes

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