Acetic Acid → Tedatioxetine Hydrobromide

HRID 2069165노트

반응식

HRID 2069165 반응식
[C:1]1([CH3:25])[CH:6]=[CH:5][C:4]([S:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH:14]2[CH2:19][CH2:18][N:17](C(OCC)=O)[CH2:16][CH2:15]2)=[CH:3][CH:2]=1.[BrH:26].C(O)(=O)C>>[BrH:26].[C:1]1([CH3:25])[CH:2]=[CH:3][C:4]([S:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]2)=[CH:5][CH:6]=1

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 45258309Ethyl 4-(2-(4-tolylsulfanyl)phenyl)-piperidin-1-carboxylate

생성물 1

HCID 24751582Tedatioxetine Hydrobromide

반응 조건

온도
80 °C

실험 절차

The crude ethyl 4-(2-(4-tolylsulfanyl)phenyl)-piperidin-1-carboxylate as a red oil from example 3 was mixed in a stirred reactor with hydrobromic acid in acetic acid (40%, 545 mL, 3.11 mol). The mixture was heated at 80° C. for 18 hours. The reaction mixture was cooled down to room temperature. During the cooling the product crystallises out. After 1 hour at room temperature ethyl ether (800 mL) was added to the reaction mixture, and the mixture was stirred for another hour. The product was filtered off, washed with ethyl ether and dried in a vacuum oven at 50° C. until constant weight.

후처리

  1. temperatureThe reaction mixture was cooled down to room temperature
  2. customDuring the cooling the product crystallises out
  3. additionAfter 1 hour at room temperature ethyl ether (800 mL) was added to the reaction mixture
  4. filtrationThe product was filtered off
  5. washwashed with ethyl ether
  6. customdried in a vacuum oven at 50° C. until constant weight

출처 및 근거

ORD 기록
ord-12a4843750b3468ab1163a76875b56b4
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299095B2

반응 노트

불러오는 중…