Trifluoroacetic acid → HCID 67918753, compound

HRID 2372511Notes

Reaction equation

HRID 2372511 reaction equation
[Br:1][CH2:2][N:3]([C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:4][C:5]([O:7]C(C)(C)C)=[O:6].FC(F)(F)C(O)=O>>[Br:1][CH2:2][N:3]([C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:4][C:5]([OH:7])=[O:6]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19904575HCID 19904575, compound

Product 1

HCID 67918753HCID 67918753, compoundYield 70%

Procedure

Bromomethylbenzoyl-glycine. t-butyl ester was treated with trifluoroacetic acid and the product, a solid melting at 162°-164°, was purified in 70% yield by preparative thin layer chromatography. NMR (CHCl3) δ 8.86 (t, 1H, NH, J=5.8 Hz), 7.86 (d, 2H, Ar-2,6), 7.53 (d, 2H, Ar-3,5), 4.81 (s, 2H, CH2Br), 3.91 (d, 2 H, J=5.9 Hz), 3.6 (br, 1H, COOH).

Workup

  1. customthe product, a solid melting at 162°-164°, was purified in 70% yield by preparative thin layer chromatography

Sources & evidence

ORD record
ord-4e50a3ca3b37451cb0c27330cd1ae399
Source dataset
uspto-grants-1992_03
Patent number
US05098996

Reaction notes

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