Trifluoroacetic acid → HCID 12541253, compound

HRID 342709Notes

Reaction equation

HRID 342709 reaction equation
[C:1]([O:4][C:5]1[CH:21]=[CH:20][CH:19]=[CH:18][C:6]=1[C:7]([O:9][CH2:10][CH:11]1[CH2:15][O:14]C(C)(C)[O:12]1)=[O:8])(=[O:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[C:1]([O:4][C:5]1[CH:21]=[CH:20][CH:19]=[CH:18][C:6]=1[C:7]([O:9][CH2:10][CH:11]([OH:12])[CH2:15][OH:14])=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 15341562HCID 15341562, compound

Product 1

HCID 12541253HCID 12541253, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The solution from 2,2-dimethyl-[1,3]dioxolan-4-yl-methyl 2-acetoxybenzoate (5.7 g, 19.4 mmol) in dichloromethane (50 ml) is treated with trifluoroacetic acid (10 ml). After 3 h, the mixture is concentrated in vacuo, the residue is taken up in toluene (30 ml) and the solution is concentrated. The residue is purified by flash chromatography (gradient hexane/ethyl acetate=3/1→2/1 →1/1). Yield: 2.96 g.

Workup

  1. concentrationthe mixture is concentrated in vacuo
  2. concentrationthe solution is concentrated
  3. customThe residue is purified by flash chromatography (gradient hexane/ethyl acetate=3/1→2/1 →1/1)

Sources & evidence

ORD record
ord-9c955f4f84824bd1b4d33ddd72f5d59f
Source dataset
uspto-grants-1999_01
Patent number
US05859053

Reaction notes

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