2-(4-Chloro-2-[1,3]dioxolan-2-yl-phenoxy)-2-propyl pentanoic acid ethyl ester → HCID 59428102, compound

HRID 504584Notes

Reaction equation

HRID 504584 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[C:5]([O:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[CH:20]1OCC[O:21]1)([CH2:9][CH2:10][CH3:11])[CH2:6][CH2:7][CH3:8])[CH3:2]>C(O)(C(F)(F)F)=O>[CH2:1]([O:3][C:4](=[O:25])[C:5]([O:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[CH:20]=[O:21])([CH2:9][CH2:10][CH3:11])[CH2:6][CH2:7][CH3:8])[CH3:2]

Participants

3

Reactant 1

HCID 594280792-(4-Chloro-2-[1,3]dioxolan-2-yl-phenoxy)-2-propyl pentanoic acid ethyl ester

Product 1

HCID 59428102HCID 59428102, compoundYield 102%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 2-(4-chloro-2-[1,3]dioxolan-2-yl-phenoxy)-2-propyl-pentanoic acid ethyl ester (15 g, 42 mmol) in TFA (30 mL) was stirred at room temperature overnight. Then the mixture was concentrated and the residue was partitioned between EtOAc and water. The organic layer was washed with NaOH solution (1 N), water, dried over anhydrous Na2SO4 and concentrated to give the title compound (14 g).

Workup

  1. concentrationThen the mixture was concentrated
  2. customthe residue was partitioned between EtOAc and water
  3. washThe organic layer was washed with NaOH solution (1 N), water
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-bde91a10c38a42538936366ad542340c
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

Loading…