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

HRID 658929Notes

Reaction equation

HRID 658929 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 phase was washed with 1N NaOH solution, 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 phase was washed with 1N NaOH solution, water
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-cd95b3f794004567a24d1b8880e24f26
Source dataset
uspto-grants-2011_12
Patent number
US08076482B2

Reaction notes

Loading…