Trifluoroacetic acid → HCID 67126136, compound

HRID 514039Notes

Reaction equation

HRID 514039 reaction equation
[CH2:1]([O:3][C:4](=[O:36])[CH:5]([C:16]1[C:25]([CH3:26])=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][C:22]=2[O:27][CH3:28])[C:17]=1[C:29]1[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=1)[O:6]CC1C=CC(OC)=CC=1)[CH3:2].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:3][C:4](=[O:36])[CH:5]([C:16]1[C:25]([CH3:26])=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][C:22]=2[O:27][CH3:28])[C:17]=1[C:29]1[CH:30]=[CH:31][C:32]([Cl:35])=[CH:33][CH:34]=1)[OH:6])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67126112HCID 67126112, compound

Product 1

HCID 67126136HCID 67126136, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [1-(4-chloro-phenyl)-5-methoxy-3-methyl-naphthalen-2-yl]-(4-methoxy-benzyloxy)-acetic acid ethyl ester (58 mg, 0.115 mmol) in dichloromethane (3 mL) was added trifluoroacetic acid (58 μL). The reaction mixture was stirred for 2 h at room temperature and then quenched carefully with sat. NaHCO3. The aqueous layer was extracted with dichloromethane twice, and then the combined organic layers were washed with water, dried (Na2SO4), concentrated and purified by flash column chromatography to give desired (23 mg).

Workup

  1. customquenched carefully with sat. NaHCO3
  2. extractionThe aqueous layer was extracted with dichloromethane twice
  3. washthe combined organic layers were washed with water
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. custompurified by flash column chromatography
  7. customto give

Sources & evidence

ORD record
ord-eb76be17507949a8af7c9271edf815df
Source dataset
uspto-grants-2015_08
Patent number
US09102614B2

Reaction notes

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