2-Chlorobenzoic Acid → 2-Chloro-5-[(trifluoroacetamido)methyl]benzoic acid

HRID 1846075ノート

反応式

HRID 1846075 の反応式
O[CH2:2][NH:3][C:4](=[O:9])[C:5]([F:8])([F:7])[F:6].[Cl:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([OH:15])=[O:14]>OS(O)(=O)=O>[Cl:10][C:11]1[CH:19]=[CH:18][C:17]([CH2:2][NH:3][C:4]([C:5]([F:8])([F:7])[F:6])=[O:9])=[CH:16][C:12]=1[C:13]([OH:15])=[O:14]

参加物

4

反応物 2

HCID 83742-Chlorobenzoic AcidHCID 30849312,2,2-Trifluoro-N-(hydroxymethyl)acetamide

生成物 1

HCID 584832772-Chloro-5-[(trifluoroacetamido)methyl]benzoic acid

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

N-(Hydroxymethyl)trifluoroacetamide (70 mmol; 10.0 g) was added to a mixture of 2-chlorobenzoic acid (70 mmol; 10.9 g) and conc. H2SO4 (120 mL). The mixture was stirred at rt overnight, poured into ice water and stirred for 2 h. The precipitate was collected by filtration, dried and recrystallised from toluene/butan-2-one (7:1) to give the subtitle compound. Yield: 9.6 g (49%). MS [M−H]−=280 (Cl isotope pattern), TLC: Rf=0.57 (RP-8, MeOH:5%-aq NaCl-solution 6:4).

後処理

  1. stirringstirred for 2 h
  2. filtrationThe precipitate was collected by filtration
  3. customdried
  4. customrecrystallised from toluene/butan-2-one (7:1)

出典と根拠

ORDレコード
ord-1344c8b5b8e847f2aeaf07c270833e89
出典データセット
uspto-grants-2015_02
特許番号
US08951999B2

反応ノート

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