Carbon Dioxide → 4-[5-(3,5-Dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazol-3-yl]-2-methyl-benzoic acid

HRID 405695ノート

反応式

HRID 405695 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH3:25])[O:10][C:11]([C:17]3[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=3)([C:13]([F:16])([F:15])[F:14])[CH:12]=2)=[CH:4][C:3]=1[CH3:26].[Li]CCCC.[C:32](=[O:34])=[O:33].Cl>C1COCC1.CCCCCC.CCOCC>[Cl:24][C:19]1[CH:18]=[C:17]([C:11]2([C:13]([F:16])([F:15])[F:14])[O:10][N:9]([CH3:25])[C:8]([C:5]3[CH:6]=[CH:7][C:2]([C:32]([OH:34])=[O:33])=[C:3]([CH3:26])[CH:4]=3)=[CH:12]2)[CH:22]=[C:21]([Cl:23])[CH:20]=1

参加物

8

反応物 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 533734923-(4-Bromo-3-methyl-phenyl)-5-(3,5-dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazoleHCID 178418339Butyllithium

生成物 1

HCID 533715064-[5-(3,5-Dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazol-3-yl]-2-methyl-benzoic acid

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

反応条件

温度
-90 °C

実験手順

210 mg of 3-(4-Bromo-3-methyl-phenyl)-5-(3,5-dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazole (IIIa) was dissolved in 20 ml of dry THF, cooled to −90° C. and treated with 0.625 ml BuLi 1.6M in hexane. The mixture was stirred for 1 hour at −80° C. and then a great excess of solid CO2 was added to the mixture. The temperature was allowed to rise up to −30° C. (1 hour) and 5 ml of 1M HCl was added followed with ether. The organic layer was dried and evaporated to dryness. The residual resin was used in the final step without purification.

後処理

  1. customto rise up to −30° C.
  2. additionwas added
  3. customThe organic layer was dried
  4. customevaporated to dryness
  5. customwithout purification

出典と根拠

ORDレコード
ord-4a29bd076f6c40468825e3149c213de9
出典データセット
uspto-grants-2014_06
特許番号
US08754053B2

反応ノート

読み込み中…