Toluene → 0-cyclopropylmethyl N-phenylacetyl-(2,6-dichlorophenyl)-acetamidoxime

HRID 2212058ノート

反応式

HRID 2212058 の反応式
C1(C[C:5]2([Cl:17])[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[CH:6]2[CH2:12][C:13](=[N:15][OH:16])[NH2:14])CC1.[C:18]1([CH2:24][C:25](Cl)=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])O.[Na+].[C:33]1([CH3:39])[CH:38]=[CH:37]C=CC=1>>[CH:38]1([CH2:37][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH2:24][C:25]([NH:14][C:13](=[N:15][OH:16])[CH2:12][C:6]2[C:7]([Cl:11])=[CH:8][CH:9]=[CH:10][C:5]=2[Cl:17])=[O:26])[CH2:33][CH2:39]1

参加物

5

反応物 4

HCID 1140TolueneHCID 7679Phenylacetyl chlorideHCID 516892Sodium BicarbonateHCID 1317259160-Cyclopropylmethyl (2,6-dichlorophenyl)acetamidoxime

生成物 1

HCID 1372420200-cyclopropylmethyl N-phenylacetyl-(2,6-dichlorophenyl)-acetamidoxime

反応条件

温度
100 °C

実験手順

5.0 g (18 mmol) of 0-cyclopropylmethyl (2,6-dichlorophenyl)acetamidoxime in 40 ml of toluene were heated to 85° C and admixed with 3.9 g (25 mmol) of phenylacetyl chloride. The mixture was heated at 100° C. for 5 h, cooled, poured into aqueous sodium hydrogen carbonate solution (pH 7) and extracted three times with toluene. The combined extracts were washed with water, dried over sodium sulfate and concentrated under reduced pressure. The crude product (5.6 g) was purified by silica gel chromatography using cyclohexane/ethyl acetate. M.p. 134–135° C.

後処理

  1. temperaturecooled
  2. extractionextracted three times with toluene
  3. washThe combined extracts were washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product (5.6 g) was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-e65edce304774709b9289615e9c9e9ef
出典データセット
uspto-grants-2006_09
特許番号
US07101900B2

反応ノート

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