Citric Acid → HCID 23130455, compound

HRID 2080085Notes

Reaction equation

HRID 2080085 reaction equation
C(O)(=O)CC(CC(O)=O)(C(O)=O)O.[F:14][C:15]1[CH:16]=[C:17]([CH:29]=[CH:30][CH:31]=1)[CH2:18][C:19]1[S:23][C:22]([CH:24]2OCC[O:25]2)=[CH:21][CH:20]=1.O.C(OCC)(=O)C>CO>[F:14][C:15]1[CH:16]=[C:17]([CH:29]=[CH:30][CH:31]=1)[CH2:18][C:19]1[S:23][C:22]([CH:24]=[O:25])=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 311Citric AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 23130519HCID 23130519, compound

Product 1

HCID 23130455HCID 23130455, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An aqueous solution of saturated citric acid (20 mL) was added to a solution of 2-(5-(3-fluoro-benzyl)thiophen-2-yl)-[1,3]dioxolane described in Preparation Example 52 (670 mg, 2.53 mmol) in methanol (20 mL), and the solution was stirred at room temperature for 30 minutes. Water and ethyl acetate were added to the reaction solution, which was then partitioned, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo, and the title compound (485 mg, 2.2 mmol, 87.0%) was obtained as a brown oil.

Workup

  1. customwas then partitioned
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-d9e7bbf7a9ed43a8a89b8483fb7238e3
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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