ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Potassium Hydroxide → Cis-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinol

HRID 371152
ノート
印刷プレビュー

反応式

HRID 371152 の反応式
C(OC([N:6]1[CH2:11][CH2:10][C@H:9]([OH:12])[CH2:8][C@@H:7]1[C:13]1[CH:18]=[CH:17][C:16]([C:19]([CH3:27])([CH3:26])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:15][C:14]=1[O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=O)C.[OH-].[K+]>C(O)C.C(O)CO.O>[CH2:29]([O:28][C:14]1[CH:15]=[C:16]([C:19]([CH3:26])([CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH:17]=[CH:18][C:13]=1[C@H:7]1[CH2:8][C@@H:9]([OH:12])[CH2:10][CH2:11][NH:6]1)[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 14797Potassium HydroxideHCID 70413237N-Ethoxycarbonyl-cis-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinol

生成物 1

HCID 70413103Cis-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinol収率 83%

試薬・触媒・溶媒 3

HCID 174Ethylene Glycol溶媒HCID 702Ethanol溶媒
HCID 962
Water
溶媒

反応条件

温度
185 °C

実験手順

To a solution of 4.62 g (9.59 mmole) of N-ethoxycarbonyl-cis-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinol in 5 ml ethanol is added a solution of 4.2 g (75 mmole) of potassium hydroxide in 25 ml ethylene glycol and 4.2 ml water. The resultant mixture is evaporated at reduced pressure to remove ethanol and is then heated to reflux (bath 185° C.). After 24 hours material boiling at 80°-100° C. is removed by distillation, 6 ml ethylene glycol is added and the reaction continued at reflux for 17 hours. After cooling, the mixture is added to 500 ml dichloromethane and 80 ml water. The organic extract is washed with 80 ml saturated sodium chloride, dried over magnesium sulfate and evaporated in vacuo. The resulting crude oil is purified via column chromatography on 300 g of silica gel eluting in 20 ml fractions with 2.5% triethylamine, 2.5% methanol, 95% ethyl ether (fractions 1-109) and 5% triethylamine, 5% methanol, 90% ethyl ether (fractions 110-200). Fractions 138-190 gave 3.13 g (83%) of the title compound.

後処理

  1. customThe resultant mixture is evaporated at reduced pressure
  2. customto remove ethanol
  3. temperatureis then heated
  4. customAfter 24 hours material boiling at 80°-100° C. is removed by distillation, 6 ml ethylene glycol
  5. additionis added
  6. temperatureat reflux for 17 hours
  7. temperatureAfter cooling
  8. additionthe mixture is added to 500 ml dichloromethane and 80 ml water
  9. extractionThe organic extract
  10. washis washed with 80 ml saturated sodium chloride
  11. dry with materialdried over magnesium sulfate
  12. customevaporated in vacuo
  13. customThe resulting crude oil is purified via column chromatography on 300 g of silica gel eluting in 20 ml fractions with 2.5% triethylamine, 2.5% methanol, 95% ethyl ether (fractions 1-109) and 5% triethylamine, 5% methanol, 90% ethyl ether (fractions 110-200)

出典と根拠

ORDレコード
ord-40c76cfe81084bb48d656182b2370936
出典データセット
uspto-grants-1985_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04529732

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート