Bromomethylcyclopropane → 0-Cyclopropylmethyl (2,6-dichlorophenyl)acetamidoxime

HRID 2212057ノート

反応式

HRID 2212057 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][C:10](=[N:12][OH:13])[NH2:11].[CH:14]1([CH2:17]Br)[CH2:16][CH2:15]1.CC(C)([O-])C.[K+].P([O-])(O)(O)=O.[Na+]>CN(C)C=O>[CH:14]1([CH2:17][C:4]2([Cl:8])[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]2[CH2:9][C:10](=[N:12][OH:13])[NH2:11])[CH2:16][CH2:15]1

参加物

6

反応物 4

HCID 81503BromomethylcyclopropaneHCID 27581642-(2,6-Dichloro-phenyl)-N-hydroxy-acetamidineHCID 23665647Potassium tert-butoxideHCID 23672064Monosodium phosphate

生成物 1

HCID 1317259160-Cyclopropylmethyl (2,6-dichlorophenyl)acetamidoxime

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
-20 °C

実験手順

10.0 g (46 mmol) of (2,6-dichlorophenyl)acetamidoxime in 40 ml of dimethylformamide were admixed with 6.5 g (48 mmol) of cyclopropylmethyl bromide. The mixture was cooled to −20° C. and admixed dropwise with 5.4 g (48 mmol) of potassium tert-butoxide in 20 ml of dimethylformamide. The mixture was stirred at −20° C. for 1 h and then at room temperature overnight, poured into aqueous sodium dihydrogen phosphate buffer (pH 6) and extracted 5 times with diethyl ether. The combined extracts were washed twice with water and once with saturated sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. Yield: 12.3 g of a yellow oil which was reacted further without any further purification.

後処理

  1. extractionextracted 5 times with diethyl ether
  2. washThe combined extracts were washed twice with water and once with saturated sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customYield: 12.3 g of a yellow oil which was reacted further without any further purification

出典と根拠

ORDレコード
ord-f1af577398d34c7e9d80b35139659b9f
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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