Trifluoroacetic acid → 4-[1-(1,3-Benzoxazol-2-yl)-2-methoxy-2-oxoethyl]benzoic acid

HRID 913244Notes

Reaction equation

HRID 913244 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:10]([C:15]1[CH:27]=[CH:26][C:18]([C:19]([O:21]C(C)(C)C)=[O:20])=[CH:17][CH:16]=1)[C:11]([O:13][CH3:14])=[O:12].FC(F)(F)C(O)=O>C(Cl)Cl>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:10]([C:15]1[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:26][CH:27]=1)[C:11]([O:13][CH3:14])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67405959Tert-butyl 4-[1-(1,3-benzoxazol-2-yl)-2-methoxy-2-oxoethyl]benzoate

Product 1

HCID 579715084-[1-(1,3-Benzoxazol-2-yl)-2-methoxy-2-oxoethyl]benzoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-[1-(1,3-benzoxazol-2-yl)-2-methoxy-2-oxoethyl]benzoate (90 mg, 0.25 mmol) in methylene chloride (2 mL) was added trifluoroacetic acid (0.5 mL) and the solution was stirred at ambient temperature for 1 hour. The reaction was evaporated to dryness to give the title compound as a clear oil. ESIMS calcd 312.1 (M++H), found 312.0 (M++M).

Workup

  1. customThe reaction was evaporated to dryness

Sources & evidence

ORD record
ord-ba58bbf42c214e2b8ef3a66f23e4892d
Source dataset
uspto-grants-2011_09
Patent number
US08026260B2

Reaction notes

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