Sulfuric Acid → HCID 59164407、化合物

HRID 906590ノート

反応式

HRID 906590 の反応式
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][F:11])=[CH:6][C:5]=1[NH:12]C(=O)C.S(=O)(=O)(O)O>CO>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][F:11])=[CH:6][C:5]=1[NH2:12]

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 59164463HCID 59164463、化合物

生成物 1

HCID 59164407HCID 59164407、化合物収率 101.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-acetylamino-4-fluoromethyl-benzoic acid methyl ester (1.5 g, 6.66 equiv) in MeOH (50 mL) was added concd sulfuric acid (4 mL) and the mixture was refluxed for 1 h. The mixture was cooled down and concentrated in vacuo. Water was added and the pH was adjusted to 9-10 by addition of 2N NaOH. The aqueous phase was extracted with AcOEt. The organic phase were combined, washed with brine and dried (Na2SO4). The solution was concentrated in vacuo to afford the title compound as a yellow-orange oil (1.24 g, 100%) (ES-MS: m/z 184.1 [M+H]+, rt 4.91 min).

後処理

  1. temperaturethe mixture was refluxed for 1 h
  2. temperatureThe mixture was cooled down
  3. concentrationconcentrated in vacuo
  4. additionWater was added
  5. additionthe pH was adjusted to 9-10 by addition of 2N NaOH
  6. extractionThe aqueous phase was extracted with AcOEt
  7. washwashed with brine
  8. dry with materialdried (Na2SO4)
  9. concentrationThe solution was concentrated in vacuo

出典と根拠

ORDレコード
ord-91f1810d21744b32a3422afca8d23446
出典データセット
uspto-grants-2011_09
特許番号
US08012988B2

反応ノート

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