Toluene → N-(2-(2,4,6-Trichlorophenoxy)ethyl)-1-propanamine

HRID 280240

反応式

HRID 280240 の反応式
[CH2:1]([NH:4][C:5](=O)[CH2:6][O:7][C:8]1[C:13]([Cl:14])=[CH:12][C:11]([Cl:15])=[CH:10][C:9]=1[Cl:16])[CH2:2][CH3:3].C1(C)C=CC=CC=1.CSC.B>CO>[Cl:14][C:13]1[CH:12]=[C:11]([Cl:15])[CH:10]=[C:9]([Cl:16])[C:8]=1[O:7][CH2:6][CH2:5][NH:4][CH2:1][CH2:2][CH3:3]

参加物

5

反応物 3

HCID 1140TolueneHCID 12423031(Dimethyl sulfide)trihydroboronHCID 13488356N-(n-propyl)-2,4,6-trichlorophenoxyacetamide

生成物 1

HCID 3842173N-(2-(2,4,6-Trichlorophenoxy)ethyl)-1-propanamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
60 °C

実験手順

N-(n-propyl)-2,4,6-trichlorophenoxyacetamide, 44.0 gm, was added to 250 ml of toluene. 28 ml of borane methyl sulfide [BH3.(CH3)2S] (2 equivalents) was then slowly added to the system. The system was heated at approximately 60° C. for 15 hours at which time reaction completion was checked by IR spectroscopy. 200 ml of methanol was then slowly added to the system. After addition of the methanol, the system was acidified by bubbling in HCl gas. Afterwards, the system was refluxed for 1 hour. The solvent was then removed by stripping. The resulting oil was dissolved in methanol which was then stripped. The oil was next dissolved in methylene chloride. The organic solution was washed with a sodium hydroxide solution and then with water. The methylene chloride was removed by stripping to give 36.3 gm of the N-(n-propyl)ethanolamine 2,4,6-trichlorophenylether, as a yellow oil.

後処理

  1. customby bubbling in HCl gas
  2. temperatureAfterwards, the system was refluxed for 1 hour
  3. customThe solvent was then removed by stripping
  4. dissolutionThe resulting oil was dissolved in methanol which
  5. dissolutionThe oil was next dissolved in methylene chloride
  6. washThe organic solution was washed with a sodium hydroxide solution
  7. customThe methylene chloride was removed

出典と根拠

ORDレコード
ord-684ecec84dac45e2b6c71a48617ca3a5
出典データセット
uspto-grants-1986_05
特許番号
US04588735

関連ノート

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