Water → 1-Benzyl-4-hydroxy-4-(1,4-benzodioxan-5-yl)piperidine

HRID 256920

반응식

HRID 256920 반응식
C([Li])CCC.Br[C:7]1[C:16]2[O:15][CH2:14][CH2:13][O:12][C:11]=2[CH:10]=[CH:9][CH:8]=1.[CH2:17]([N:24]1[CH2:29][CH2:28][C:27](=[O:30])[CH2:26][CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.O>CCCCCC.O1CCCC1>[CH2:17]([N:24]1[CH2:29][CH2:28][C:27]([OH:30])([C:7]2[C:16]3[O:15][CH2:14][CH2:13][O:12][C:11]=3[CH:10]=[CH:9][CH:8]=2)[CH2:26][CH2:25]1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 192201-Benzyl-4-piperidoneHCID 187872685-Bromo-2,3-dihydro-1,4-benzodioxineHCID 178418339Butyllithium

생성물 1

HCID 190820021-Benzyl-4-hydroxy-4-(1,4-benzodioxan-5-yl)piperidine

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

반응 조건

온도
-60 °C

실험 절차

23.3 ml of a 1.6M solution of butyllithium in hexane are added dropwise to a solution, previously cooled to -60° C., of 8 g of 5-bromo-1,4-benzodioxane in 400 ml of tetrahydrofuran. When the addition is complete, the mixture is stirred at -60° C. for 5 minutes and a solution of 8 g of 1-benzylpiperid-4-one in 100 ml of tetrahydrofuran is then added dropwise. The mixture is stirred for 2 hours at -40° C. and then for 2 hours at ambient temperature before hydrolyzing using 80 ml of water.

후처리

  1. additionWhen the addition
  2. stirringThe mixture is stirred for 2 hours at -40° C.
  3. waitfor 2 hours at ambient temperature before hydrolyzing using

출처 및 근거

ORD 기록
ord-a815002ab83d4f5bb5c8cdae0cb18bb9
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05260317

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