Реакция #87631

Уравнение реакции

2,6-dimethyl benzoic acid

2,2,2-trifluoro-N-(hydroxymethyl)acetamide

→

desired title product

3-((2,2,2-trifluoroacetamido)methyl)-2,6-dimethylbenzoic acid

Растворители

H2SO4

Условия реакции

Обработка

1. 1
   ДругоеAfter completion of the reaction
2. 2
   Другоеthe reaction mass was quenched in ice water
3. 3
   workup.STIRRINGstirred for 15 minutes
4. 4
   ФильтрацияThe obtained solid product was filtered
5. 5
   Другоеdried

Методика

To a solution of 2,6-dimethyl benzoic acid (6.8 g, 0.045 mmol) in conc. H2SO4 (100 mL), 2,2,2-trifluoro-N-(hydroxymethyl)acetamide (7.1 g, 0.049 mmol) was added and the reaction mixture was stirred at RT for 24 h. After completion of the reaction, the reaction mass was quenched in ice water and stirred for 15 minutes. The obtained solid product was filtered and dried to afford 7.0 g of the desired title product. 1H NMR (300 MHz, DMSO d6): δ 2.26 (s, 6H), 4.36 (t, J=12.3 Hz, 2H), 7.09 (m, 1H), 7.15 (m, 1H), 9.89-9.94 (m, 1H).

Источник