Ethyl trifluoroacetate → HCID 178517786、化合物

HRID 351400

反応式

HRID 351400 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[F:12][C:13]([F:20])([F:19])[C:14](OCC)=O.[O-]CC.[Na+].CC(O)=O.O>C(O)C>[Cl:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[C:14]([C:13]([F:20])([F:19])[F:12])[N:6]=[C:4]2[OH:5]

参加物

6

反応物 4

HCID 9794Ethyl trifluoroacetateHCID 788762-Amino-5-chlorobenzamideHCID 2723922Sodium ethoxideHCID 21899381Acetic acid--water (1/1)

生成物 1

HCID 178517786HCID 178517786、化合物収率 92.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

2-Amino-5-chlorobenzamide (Avocado)(1.00 g, 5.86 mmol, 1.0 eq.) and ethyl trifluoroacetate (4.19 mL, 35.2 mmol, 6.0 eq.) were dissolved in 50 mL of ethanol at rt under nitrogen and followed by the addition of 3.09 M sodium ethoxide in ethanol (11.38 mL, 35.2 mmol, 6.0 eq.) The mixture was refluxed 20 hours. Cooled to rt. Added 10 mL of 10% HOAc/H2O. Solids formed which were filtered, rinsed with 5 mL H2O, then dissolved in 20 mL of EtOAc/THF. Dried and stripped in vacuo to give 1.35 g of amber solids. LCMS detects (M+H)+=249.

後処理

  1. temperaturewas refluxed 20 hours
  2. customSolids formed which
  3. filtrationwere filtered
  4. washrinsed with 5 mL H2O
  5. dissolutiondissolved in 20 mL of EtOAc/THF
  6. customDried

出典と根拠

ORDレコード
ord-aca0adabeade49c2af4bc0682854cb96
出典データセット
uspto-grants-2007_02
特許番号
US07183270B2

関連ノート

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