ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Water → 3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoic acid

HRID 68784
ノート
印刷プレビュー

反応式

HRID 68784 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1F)[C:5]([O:7]CC)=[O:6].[NH:14]1[CH:18]=[N:17][CH:16]=[N:15]1.C([O-])([O-])=O.[K+].[K+].O>CN(C)C=O.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[N:14]1[CH:18]=[N:17][CH:16]=[N:15]1)[C:5]([OH:7])=[O:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 2737171Ethyl 3,4-difluorobenzoate

生成物 1

HCID 286045763-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoic acid

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒
HCID 8857
Ethyl Acetate
溶媒

反応条件

温度
150 °C

実験手順

To a solution of ethyl 3,4-difluoro-benzoate (1.5 g) in N,N-dimethylformamide (15 mL) is added 1,2,4-triazole (1.1 g) and K2CO3 (2.3 g) and the mixture is heated at 150° C. in a microwave oven for 30 min. After cooling to room temperature, water and ethyl acetate are added and the organic layer is dried (MgSO4) and concentrated. The residue is purified by chromatography on silica gel (ethyl acetate/hexane 0:1→1:0). The ester is dissolved in methanol (30 mL) and 4 M aqueous NaOH (3 mL) is added and the mixture is stirred at room temperature for 1 h. The mixture is neutralized with 6 M aqueous HCl, concentrated and then acidified with 6 M aqueous HCl. The precipitate is filtered off washing with a small amount of water and dried by suction to give the title compound.

後処理

  1. temperatureAfter cooling to room temperature
  2. dry with materialthe organic layer is dried (MgSO4)
  3. concentrationconcentrated
  4. customThe residue is purified by chromatography on silica gel (ethyl acetate/hexane 0:1→1:0)
  5. dissolutionThe ester is dissolved in methanol (30 mL)
  6. addition4 M aqueous NaOH (3 mL) is added
  7. concentrationconcentrated
  8. filtrationThe precipitate is filtered off
  9. washwashing with a small amount of water
  10. customdried by suction

出典と根拠

ORDレコード
ord-f0c13f9742604d9499bb2c72aceabf04
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822471B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート