Trifluoroacetic acid → 3-[2-(Propan-2-yl)phenoxy]propanoic acid

HRID 1819504Notes

Reaction equation

HRID 1819504 reaction equation
[CH:1]([C:4]1[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=1[O:6][CH2:7][CH2:8][C:9]([O:11]C(C)(C)C)=[O:10])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[CH:1]([C:4]1[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=1[O:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23119473Tert-butyl 3-(2-isopropylphenoxy)propionate

Product 1

HCID 167772793-[2-(Propan-2-yl)phenoxy]propanoic acidYield 92.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(2-Isopropylphenoxy)propionic acid tert-butyl ester (10) (4.3 g) was dissolved in dichloromethane (40 mL), and to the mixture was added trifluoroacetic acid (4 mL). The reaction mixture was stirred at room temperature for 3 h, and evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate=4:1) to obtain the compound (11) 3.14 g.

Workup

  1. customevaporated
  2. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate=4:1)

Sources & evidence

ORD record
ord-b361d847a9f44b02b09d6fd665b85df5
Source dataset
uspto-grants-2009_10
Patent number
US07601746B2

Reaction notes

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