Dichloromethane → HCID 178425715、化合物

HRID 542653ノート

反応式

HRID 542653 の反応式
[OH-].[Na+].[Cl:3][CH2:4][C:5]([NH:7][C:8]1[C:13]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:20])=[O:6].Cl.ClC[N:24]1[CH:28]=[CH:27][CH:26]=[N:25]1.Cl[CH2:30]Cl>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1>[Cl:3][CH2:4][C:5]([N:7]([CH2:30][C:26]1[CH:27]=[CH:28][NH:24][N:25]=1)[C:8]1[C:13]([O:14][CH2:15][C:16]([F:17])([F:18])[F:19])=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:20])=[O:6]

参加物

6

反応物 4

HCID 6344Dichloromethane2 回HCID 14798Sodium HydroxideHCID 122483031-(chloromethyl)-1H-pyrazole hydrochlorideHCID 136699842-Chloro-2'-methyl-6'-(2,2,2-trifluoroethoxy)acetanilide

生成物 1

HCID 178425715HCID 178425715、化合物

試薬・触媒・溶媒 1

HCID 159952Benzyltributylammonium chloride触媒

実験手順

To 14.2 g (178 mmol) of a 50% aqueous solution of sodium hydroxide, 60 ml of a dichloromethane solution containing 10 g (35.5 mol) of 2-chloro-2'-methyl-6'-(2,2,2-trifluoroethoxy)acetanilide was added under ice cooling. To the ice-cooled reaction mixture, 0.5 g of benzyl tributyl ammonium chloride was added, followed by addition of 10.9 g (71 mmol) of 1-chloromethyl pyrazole hydrochloric acid salt. Under cooling with ice, the mixture was agitated for 30 minutes, and then, it was further stirred at room temperature for 1 hour. To the reaction mixture, 100 ml of dichloromethane was added. The organic layer was separated and washed with water two or three times. Thereafter, the layer was dried over anhydrous magnesium sulfate and passed through a filter. The filtrate was concentrated in vacuum and the resulting oily product was subjected to column chromatography on silica gel. By elution from n-hexane/ethyl acetate (4:1) mixture, 10.3 g of 2-chloro-2'-methyl-N-pyrazolylmethyl-6'-(2,2,2-trifluoroethoxy)acetanilide (Compound No. 2) was obtained. This compound had a melting point of 104° to 105° C.

後処理

  1. additionwas added under ice cooling
  2. additionwas added
  3. temperatureUnder cooling with ice
  4. stirringit was further stirred at room temperature for 1 hour
  5. customThe organic layer was separated
  6. washwashed with water two or three times
  7. dry with materialThereafter, the layer was dried over anhydrous magnesium sulfate
  8. concentrationThe filtrate was concentrated in vacuum
  9. washBy elution from n-hexane/ethyl acetate (4:1) mixture

出典と根拠

ORDレコード
ord-70796ad676304318a1c35d7d1365b966
出典データセット
uspto-grants-1987_04
特許番号
US04659365

反応ノート

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