Trifluoroacetic acid methylene chloride → HCID 66695918, compound

HRID 1808869Notes

Reaction equation

HRID 1808869 reaction equation
[F:1][CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH3:15])[C:4]=1[C:16]([O:18]C(C)(C)C)=[O:17].C(O)(C(F)(F)F)=O.C(Cl)Cl>>[F:1][CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH3:15])[C:4]=1[C:16]([OH:18])=[O:17]

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 66691791HCID 66691791, compound

Product 1

HCID 66695918HCID 66695918, compound

Procedure

Treating tert-butyl 5-(fluoromethyl)-3-(2-methoxyphenyl)isoxazole-4-carboxylate with TFA/DCM (1:1) at room temperature for one hour followed by evaporation of DCM/TFA in vacuo provided the title compound. 1H-NMR (CD3OD, 400 MHz): δ 7.53-7.44 (1H, m), 7.42-7.35 (1H, m), 7.13-6.98 (2H, m), 5.74 (2H, d, J=47.2 Hz), 3.78 (3H, s).

Workup

  1. customfollowed by evaporation of DCM/TFA in vacuo

Sources & evidence

ORD record
ord-751d1c9dcbc54f7e9d5d25885e084d12
Source dataset
uspto-grants-2013_01
Patent number
US08362004B2

Reaction notes

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