Water → 2-Oxoethyl butyrate

HRID 1369176Notes

Reaction equation

HRID 1369176 reaction equation
[C:1]([O:6][CH2:7][CH:8](OCC)[O:9]CC)(=[O:5])[CH2:2][CH2:3][CH3:4].C(O)(C(F)(F)F)=O.O>C(Cl)Cl>[C:1]([O:6][CH2:7][CH:8]=[O:9])(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 112641752,2-diethoxyethyl Butanoate

Product 1

HCID 98988312-Oxoethyl butyrateYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A well-stirred solution of 28 (8.16 g, 40 mmol) in DCM (200 ml) at room temperature, was treated with TFA (44.4 g, 30 ml, 390 mmol) and water (7.2 g, 7.2 ml, 400 mmol). After stirring for 2 hours at room temperature the solution was evaporated at 35° C. It was then coevaporated with hexane several times to remove traces of TFA. Compound 24 (5.2 g, 40 mmol, 100%) was obtained as a colorless liquid, and was used in the next step without any further purification.

Workup

  1. customwas evaporated at 35° C
  2. customto remove traces of TFA

Sources & evidence

ORD record
ord-4092499a8bfb4731840eaecef27615e1
Source dataset
uspto-grants-2003_06
Patent number
US06576776B1

Reaction notes

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