Sulfolane → Ethyl 4-fluoro-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate

HRID 1510441ノート

反応式

HRID 1510441 の反応式
[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[O:8][N:7]=1)=[O:5])[CH3:2].[B-](F)(F)(F)[F:22].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1.C1S(=O)(=O)CCC1>O>[F:22][C:10]1[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[N:7][O:8][C:9]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:19])([F:20])[F:18])=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 31347SulfolaneHCID 2724933SelectfluorHCID 22064085Ethyl 5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate

生成物 1

HCID 67121190Ethyl 4-fluoro-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate収率 15.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

A mixture of ethyl-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate (0.96 g, 3.37 mmol), Selectfluor (1.25 g, 3.53 mmol), and tetramethylene sulfone (7.5 g, 62.5 mmol) was heated to 120° C. for 8 hours. After cooling to room temperature, the reaction mixture was diluted with water, stirred for 5 minutes and the resulting white crystals were collected, washed with water and purified by silica gel chromatography eluting with dichloromethane to obtain the title compound (147 mg, 0.53 mmol).

後処理

  1. temperatureAfter cooling to room temperature
  2. customthe resulting white crystals were collected
  3. washwashed with water
  4. custompurified by silica gel chromatography
  5. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-2b65e213dea744e79ae7439cfa5fa723
出典データセット
uspto-grants-2012_07
特許番号
US08211927B2

反応ノート

読み込み中…