Piperidine → 1-[3-[3-(Trifluoromethyl)phenoxy]-1-azetidinylcarbonyl]piperidine

HRID 1032126

反応式

HRID 1032126 の反応式
Cl[C:2]([N:4]1[CH2:7][CH:6]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)[CH2:5]1)=[O:3].C(=O)([O-])[O-].[K+].[K+].[NH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>O1CCCC1.C1C=CC=CC=1>[F:16][C:15]([F:18])([F:17])[C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=1)[O:8][CH:6]1[CH2:7][N:4]([C:2]([N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[O:3])[CH2:5]1

参加物

6

反応物 3

HCID 8082PiperidineHCID 11430Potassium CarbonateHCID 197996061-Chlorocarbonyl-3-[3-(trifluoromethyl)phenoxy]azetidine

生成物 1

HCID 150533901-[3-[3-(Trifluoromethyl)phenoxy]-1-azetidinylcarbonyl]piperidine

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-70 °C

実験手順

A solution of 5.6 g (0.02 mole) of 1-chlorocarbonyl-3-[3-(trifluoromethyl)phenoxy]azetidine in 50 ml of tetrahydrofuran was treated with 3 g (0.022 mole) of potassium carbonate and while stirring, 1.9 g (0.022 mole) of piperidine was added dropwise. The mixture was then treated with 10 g of ice and stirred for 2 hr. The tetrahydrofuran was decanted then concentrated on a rotary evaporator to yield an amber oil, 6.9 g. The oil was dissolved in benzene, washed with dilute acid then water, dried over magnesium sulfate and concentrated in vacuo. This oil crystallized when cooled to -70° C. and was recrystallized from hexane with charcoal treatment at 0° C. yielding pale tan crystals, 4.5 g (68.5%), m.p. 50°-52° C.

後処理

  1. stirringstirred for 2 hr
  2. customThe tetrahydrofuran was decanted
  3. concentrationthen concentrated on a rotary evaporator
  4. customto yield an amber oil, 6.9 g
  5. washwashed
  6. additionwith dilute acid
  7. dry with materialwater, dried over magnesium sulfate
  8. concentrationconcentrated in vacuo
  9. customThis oil crystallized when
  10. customwas recrystallized from hexane with charcoal treatment at 0° C.
  11. customyielding pale tan crystals, 4.5 g (68.5%), m.p. 50°-52° C.

出典と根拠

ORDレコード
ord-8a20fe8f62f3446e9c81ba38dcdb2aff
出典データセット
uspto-grants-1990_09
特許番号
US04956359

関連ノート

読み込み中…