Azetidine → 1-(1-Azetidinylcarbonyl)-3-[3-(trifluoromethyl)phenoxy]azetidine

HRID 1032127

반응식

HRID 1032127 반응식
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[CH2:28][CH2:27][CH2:26]1>O1CCCC1>[N:25]1([C:2]([N:4]2[CH2:7][CH:6]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=3)[CH2:5]2)=[O:3])[CH2:28][CH2:27][CH2:26]1

참가 물질

5

반응물 3

HCID 10422AzetidineHCID 11430Potassium CarbonateHCID 197996061-Chlorocarbonyl-3-[3-(trifluoromethyl)phenoxy]azetidine

생성물 1

HCID 150533911-(1-Azetidinylcarbonyl)-3-[3-(trifluoromethyl)phenoxy]azetidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-70 °C

실험 절차

A mixture of 5.6 g (0.02 mole) of 1-chlorocarbonyl-3-[3-(trifluoromethyl)phenoxy]azetidine and 3 g (0.027 mole) of potassium carbonate in 50 ml of tetrahydrofuran was treated with 1.26 g (0.022 mole) of azetidine added dropwise to the stirred mixture. After stirring for 15 min, the reaction was treated with 10 g of ice and stirred for an additional 72 hr. The tetrahydrofuran was decanted from the salt-paste and concentrated on a rotary evaporator to yield an oil, 6.3 g. This oil crystallized when cooled to -70° C. and was recrystallized from hexane yielding 5.1 g (85%) of fine white crystals, m.p. 65°-68° C.

후처리

  1. additionadded dropwise to the stirred mixture
  2. stirringstirred for an additional 72 hr
  3. customThe tetrahydrofuran was decanted from the salt-paste
  4. concentrationconcentrated on a rotary evaporator
  5. customto yield an oil, 6.3 g
  6. customThis oil crystallized when
  7. customwas recrystallized from hexane yielding 5.1 g (85%) of fine white crystals, m.p. 65°-68° C.

출처 및 근거

ORD 기록
ord-31d04e91b37144b987347977be261de1
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04956359

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