Sodium Hydroxide → 4-[5-(3,5-Dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole-3-yl]-N-(ethoxyimino-methyl)-2-methyl benzoic acid amide

HRID 878831ノート

反応式

HRID 878831 の反応式
Cl.[CH2:2]([O:4]N)[CH3:3].[OH-].[Na+].O1CCOCC1.[Cl:14][C:15]1[CH:16]=[C:17]([C:22]2([C:41]([F:44])([F:43])[F:42])[O:26][N:25]=[C:24]([C:27]3[CH:39]=[CH:38][C:30]([C:31]([N:33]=[CH:34][N:35](C)C)=[O:32])=[C:29]([CH3:40])[CH:28]=3)[CH2:23]2)[CH:18]=[C:19]([Cl:21])[CH:20]=1>O.C(O)(=O)C>[Cl:14][C:15]1[CH:16]=[C:17]([C:22]2([C:41]([F:44])([F:43])[F:42])[O:26][N:25]=[C:24]([C:27]3[CH:39]=[CH:38][C:30]([C:31]([NH:33][CH:34]=[N:35][O:4][CH2:2][CH3:3])=[O:32])=[C:29]([CH3:40])[CH:28]=3)[CH2:23]2)[CH:18]=[C:19]([Cl:21])[CH:20]=1

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 76850O-ethylhydroxylamine hydrochlorideHCID 547675024-[5-(3,5-Dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole-3-yl]-N-[(dimethylamino)methylene]-2-methylbenzamide

生成物 1

HCID 1363378154-[5-(3,5-Dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole-3-yl]-N-(ethoxyimino-methyl)-2-methyl benzoic acid amide収率 68.6%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

実験手順

in a solution of 0.25 g of ethoxyamine hydrochloride in 4 mL of water and 8 mL of acetic acid, a solution of 0.20 g of sodium hydroxide in 4 mL of water was added, and then 5 mL of 1,4-dioxane solution of 0.62 g of 4-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole-3-yl]-N-(dimethylaminomethylidene)-2-methyl benzamide synthesized in Synthetic Example 30 was added dropwise at room temperature with stirring. After the completion of the addition dropwise, it was continued to stir at the same temperature further for 2 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, 50 mL of ethyl acetate was added in the residue, and washed with water. The organic phase was dehydrated with and dried over saturated sodium chloride and then anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified with silica gel column chromatography that was eluated with ethyl acetate-hexane (2:3) to obtain 0.44 g of the aimed product as white crystal.

後処理

  1. additionwas added dropwise at room temperature
  2. additionAfter the completion of the addition dropwise
  3. stirringto stir at the same temperature further for 2 hours
  4. customAfter the completion of the reaction
  5. distillationthe solvent was distilled off under reduced pressure, 50 mL of ethyl acetate
  6. additionwas added in the residue
  7. washwashed with water
  8. dry with materialdried over saturated sodium chloride
  9. distillationanhydrous sodium sulfate, the solvent was distilled off under reduced pressure
  10. customThe residue was purified with silica gel column chromatography that

出典と根拠

ORDレコード
ord-3ddea84563fd4d41ac9d7178c337243c
出典データセット
uspto-grants-2015_03
特許番号
US08987464B2

反応ノート

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