Trifluoroacetic acid → HCID 74058487, compound

HRID 1836507Notes

Reaction equation

HRID 1836507 reaction equation
C([O:5][C:6](=[O:29])[CH2:7][O:8][N:9]([C:18](=[O:28])[CH:19]=[C:20]1[C:24](=[O:25])[O:23][C:22]([CH3:27])([CH3:26])[O:21]1)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:26][C:22]1([CH3:27])[O:21][C:20](=[CH:19][C:18]([N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=2)[O:8][CH2:7][C:6]([OH:29])=[O:5])=[O:28])[C:24](=[O:25])[O:23]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 74058492HCID 74058492, compound

Product 1

HCID 74058487HCID 74058487, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution [[2-(2,2-dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-acetyl]-(4-fluorobenzyl)-aminooxy]-acetic acid tert-butyl ester (0.60 g, 1.46 mmol) in dichloromethane (15 ml) was treated at 22° C. with trifluoroacetic acid (4 ml) and the resulting mixture was stirred for 2h. Evaporation of the solvent in vacuo gave 0.517 g (100% yield) of the title material as a white solid. 1HNMR 400 MHz (CDCl3) δ (ppm): 1.79 (6H, s, CH3), 4.41 (2H, s, CH2), 4.88 (2H, s, CH2), 6.4 (1H, broad, CH), 7.09 (2H, m, aromatics), 7.35 (2H, m, aromatics). HRMS (ES+) calculated for C16H17FNO7[M+H]+: 354.098905. Found: 354.098878.

Workup

  1. customEvaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-ec4322abd6c34d38b8ca9be61fa4d86a
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

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