Ammonium Chloride → alpha-(-Methyl-4-piperidyl)-2-(2,5-difluorophenylthio)-5-chlorobenzyl alcohol

HRID 1388536

반응식

HRID 1388536 반응식
Cl[CH:2]1[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.[Mg].[F:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=1[S:18][C:19]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:20]=1[CH:21]=[O:22].[Cl-].[NH4+]>O1CCCC1>[CH3:8][N:5]1[CH2:6][CH2:7][CH:2]([CH:21]([OH:22])[C:20]2[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:19]=2[S:18][C:12]2[CH:13]=[C:14]([F:17])[CH:15]=[CH:16][C:11]=2[F:10])[CH2:3][CH2:4]1

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 793424-chloro-N-methylpiperidineHCID 5462224MagnesiumHCID 128159512-(2,5-Difluorophenylthio)-5-chlorobenzaldehyde

생성물 1

HCID 12815956alpha-(-Methyl-4-piperidyl)-2-(2,5-difluorophenylthio)-5-chlorobenzyl alcohol수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of a Grignard reagent is prepared by reaction of 11.35 g of 4-chloro-1-methylpiperidine with 2.3 g of magnesium in 70 ml of tetrahydrofuran and is then treated for 10 minutes with a solution of 16.1 g 2-(2,5-difluorophenylthio)-5-chlorobenzaldehyde in 40 ml of tetrahydrofuran, added dropwise. The mixture is refluxed for 4 hours and, after cooling, decomposed with a 20% ammonium chloride solution and extracted with benzene. The extract is washed with water, dried with potassium carbonate and evaporated. There are obtained 21.7 g (100%) crude oily α-(-methyl-4-piperidyl)-2-(2,5-difluorophenylthio)-5-chlorobenzyl alcohol which is used in this state for the final step.

후처리

  1. additionadded dropwise
  2. temperatureThe mixture is refluxed for 4 hours
  3. extractionextracted with benzene
  4. washThe extract is washed with water
  5. dry with materialdried with potassium carbonate
  6. customevaporated

출처 및 근거

ORD 기록
ord-d345d77a6ad94402b481c2e7ad6d78e7
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04431808

연결된 노트

불러오는 중…