Methanol → HCID 69889855、化合物

HRID 2085018ノート

反応式

HRID 2085018 の反応式
[CH3:1][C:2]1[CH:6]=[C:5](C(OCC)=O)[N:4]([C:12]2[C:21]([F:22])=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=2)[N:3]=1.O[Li].[OH2:25].[OH2:26].[CH3:27]O>>[CH3:27][C:2]1([C:1]([OH:26])=[O:25])[CH:6]=[CH:5][N:4]([C:12]2[C:21]([F:22])=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=2)[NH:3]1

参加物

5

反応物 4

HCID 887MethanolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 22728901ethyl 3-methyl-1-(3-fluoro-2-naphthyl)-1H-pyrazole-5-carboxylate

生成物 1

HCID 69889855HCID 69889855、化合物収率 90%

実験手順

The preparation of ethyl 3-methyl-1-(3-fluoro-2-naphthyl)-1H-pyrazole-5-carboxylate was the same as that in Step 3 for Example 3. This ester (13.2 g, 44 mmol) was dissolved in 80 mL methanol. To it were added LiOH.H2O (3.7 g, 49 mmol) and 40 mL water. The mixture was stirred for overnight at room temperature. It was evaporated in vacuuo to remove methanol. The residue was acidified with 1N HCl till pH 1. The mixture was extracted with EtOAc (×4). The organic extracts were combined, dried, evaporated and pumped to dryness to afford 3-methyl-1-(3-fluoro-2-naphthyl)-1H-pyrazolecarboxylic acid in over 90% yield. ES-MS: (M+H)+ 271.

後処理

  1. customIt was evaporated in vacuuo
  2. customto remove methanol
  3. extractionThe mixture was extracted with EtOAc (×4)
  4. customdried
  5. customevaporated

出典と根拠

ORDレコード
ord-43e6efc6328049508b185a81c7f1efd1
出典データセット
uspto-grants-2004_04
特許番号
US06720317B1

反応ノート

読み込み中…