4'-Hydroxypropiophenone → Ifenprodil hydrobromide

HRID 355077

반응식

HRID 355077 반응식
O1CCOCC1.[OH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:17])[CH2:15][CH3:16])=[CH:10][CH:9]=1.[Br:18]Br.[CH2:20]([C:27]1[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CO>[CH3:16][CH:15]([N:30]1[CH2:31][CH2:32][CH:27]([CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:28][CH2:29]1)[CH:14]([OH:17])[C:11]1[CH:12]=[CH:13][C:8]([OH:7])=[CH:9][CH:10]=1.[BrH:18]

참가 물질

6

반응물 4

HCID 62714'-HydroxypropiophenoneHCID 164584-BenzylpyridineHCID 24408BromineHCID 312751,4-Dioxane

생성물 1

HCID 12613162Ifenprodil hydrobromide수율 70.4%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a mixture of 3 ml of dioxane and 1 ml of methanol were added 6.0 g of 4'-hydroxypropiophenone. 6.4 Grams of bromine were added dropwise to the mixture with stirring at room temperature. The reaction liquid was stirred for an additional 10 minutes and then nitrogen was introduced thereinto at a flow rate of 400 ml/minute for 15 minutes at 60° C. To the reaction liquid were then added 7.5 g of 4-benzylpyridine and 100 ml of methanol, and the mixture was refluxed under heating for 5 hours. The reaction mixture was then treated in the same manner as described in Example 5, whereby 11.4 g (70.4%) of ifenprodil hydrobromide were obtained as white crystals.

후처리

  1. customThe reaction liquid
  2. stirringwas stirred for an additional 10 minutes
  3. additionnitrogen was introduced
  4. customTo the reaction liquid
  5. temperaturethe mixture was refluxed
  6. temperatureunder heating for 5 hours
  7. additionThe reaction mixture was then treated in the same manner

출처 및 근거

ORD 기록
ord-dfa6965e2cfe46519d388a62cab50ded
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04377691

연결된 노트

불러오는 중…