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

HRID 2164420

반응식

HRID 2164420 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-17a94db3e3554252a5cca8ecb2f476cb
출처 데이터셋
uspto-grants-1985_03
특허 번호
US04504484

연결된 노트

불러오는 중…