Citric Acid → HCID 23130596, compound

HRID 2080076Notes

Reaction equation

HRID 2080076 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][C:7]2[S:11][C:10]([CH:12]3OCC[O:13]3)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O.C(OCC)(=O)C.O>CO>[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][C:7]2[S:11][C:10]([CH:12]=[O:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 311Citric AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 23130648HCID 23130648, compound

Product 1

HCID 23130596HCID 23130596, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(5-(4-fluoro-benzyl)-thiophen-2-yl)-[1,3]dioxolane described in Preparation Example 36 (560 mg, 2.04 mmol) in methanol (20 mL) was added citric acid aqueous solution (20 mL), and the solution was stirred at room temperature for 30 minutes. Ethyl acetate and water were added to the reaction solution, which was then partitioned, the organic layer was washed with water twice, dried over anhydrous sodium sulfate, the solvent was evaporated in vacuo, and title compound (460 mg, 2.09 mmol) was obtained as a brown oil.

Workup

  1. customwas then partitioned
  2. washthe organic layer was washed with water twice
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-1a2eaefda238488cbee0dfa7e57926c7
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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