Nitric Acid → 2,3,4-Trifluoro-5-nitrobenzoic acid

HRID 216509

反応式

HRID 216509 の反応式
OS(O)(=O)=O.[N+:6]([O-:9])(O)=[O:7].[F:10][C:11]1[C:19]([F:20])=[C:18]([F:21])[CH:17]=[CH:16][C:12]=1[C:13]([OH:15])=[O:14]>>[F:10][C:11]1[C:19]([F:20])=[C:18]([F:21])[C:17]([N+:6]([O-:9])=[O:7])=[CH:16][C:12]=1[C:13]([OH:15])=[O:14]

参加物

4

反応物 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 3029322,3,4-Trifluorobenzoic acid

生成物 1

HCID 158712412,3,4-Trifluoro-5-nitrobenzoic acid収率 92%

実験手順

A 3 liter three neck round bottom flask is charged with 125 mL H2SO4. Fuming nitric acid is added (8.4 mL, 199 mmol) and the mixture gently stirred. 2,3,4-Trifluorobenzoic acid 1 (25 g, 142 mmol) is added in 5 g portions over 90 minutes. The dark brownish yellow solution is stirred for 60 minutes at which time the reaction is complete. The reaction mixture is poured into 1 liter of an ice water mixture and extracted with diethyl ether (3×600 mL). The combined organic extracts are dried (MgSO4) and concentrated under reduced pressure to give a yellow solid. The solid is suspended in hexanes and stirred for 30 minutes after which time it is filtered to give 29 g (92%) of clean desired product as an off-yellow solid: MS APCI (−) m/z 220 (M−1) detected.

後処理

  1. stirringThe dark brownish yellow solution is stirred for 60 minutes at which time the reaction
  2. extractionextracted with diethyl ether (3×600 mL)
  3. dry with materialThe combined organic extracts are dried (MgSO4)
  4. concentrationconcentrated under reduced pressure
  5. customto give a yellow solid
  6. stirringstirred for 30 minutes after which time it
  7. filtrationis filtered

出典と根拠

ORDレコード
ord-bb3f7b6a34bd4215a8d6c4de50c8d733
出典データセット
uspto-grants-2012_06
特許番号
US08193230B2

関連ノート

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