Acetic Acid → HCID 59841576, compound

HRID 557269Notes

Reaction equation

HRID 557269 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]2[O:17][CH:16]2C([O-])=O)=[CH:11][CH:10]=1.[Na+].C1(C)C=CC=CC=1.O.C(O)(=O)C>C(OCC)(=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]=[O:17])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 1140TolueneHCID 86624480HCID 86624480, compound

Product 1

HCID 59841576HCID 59841576, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
73 °C

Procedure

A mixture of sodium 3-(4-(pyridin-2-yloxymethyl)-phenyl)-oxiran-2-carboxylate described in Preparation Example 2-1-2 (9.95 g), toluene (200 mL), water (120 mL) and acetic acid (16 mL) was stirred at 73° C for 90 minutes. The reaction mixture was allowed to room temperature, to the reaction mixture was added ethyl acetate, and extracted, and then the organic layer was separated, washed with saturated sodium chloride water, and dried over anhydrous magnesium sulfate. The solvent thereof was evaporated under a reduced pressure to obtain the title compound (6.82 g).

Workup

  1. customwas allowed to room temperature, to the reaction mixture
  2. extractionextracted
  3. customthe organic layer was separated
  4. washwashed with saturated sodium chloride water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent thereof was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-8bd0eb9e1f5d4caa83ef8ab4a1f36bb0
Source dataset
uspto-grants-2011_11
Patent number
US08058444B2

Reaction notes

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