2,6-Dimethylbenzoic acid → 2,6-Dimethyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid

HRID 59353

반응식

HRID 59353 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:3]=1[C:4]([OH:6])=[O:5].[F:12][C:13]([F:20])([F:19])[C:14]([NH:16][CH2:17]O)=[O:15]>OS(O)(=O)=O>[F:12][C:13]([F:20])([F:19])[C:14]([NH:16][CH2:17][C:10]1[C:2]([CH3:1])=[C:3]([C:7]([CH3:11])=[CH:8][CH:9]=1)[C:4]([OH:6])=[O:5])=[O:15]

참가 물질

4

반응물 2

HCID 124392,6-Dimethylbenzoic acidHCID 30849312,2,2-Trifluoro-N-(hydroxymethyl)acetamide

생성물 1

HCID 866922272,6-Dimethyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid수율 56,519.699%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

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).

후처리

  1. customAfter completion of the reaction
  2. customthe reaction mass was quenched in ice water
  3. stirringstirred for 15 minutes
  4. filtrationThe obtained solid product was filtered
  5. customdried

출처 및 근거

ORD 기록
ord-c521480019fd45eb94312a773d2c8503
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439890B2

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