Acetic Acid → Tedatioxetine Hydrobromide

HRID 628780ノート

反応式

HRID 628780 の反応式
[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

参加物

4

反応物 3

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

生成物 1

HCID 24751582Tedatioxetine Hydrobromide

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1a2043f2de5c4a1a9284636f2d4ea18b
出典データセット
uspto-grants-2016_04
特許番号
US09315459B2

反応ノート

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