Chloroform → 1-(1,2-Oxazolidin-2-yl)-2-{4-[4-(trifluoromethyl)phenoxy]phenoxy}propan-1-one

HRID 543580

반응식

HRID 543580 반응식
Cl.[O:2]1[CH2:6][CH2:5][CH2:4][NH:3]1.C(Cl)(Cl)Cl.[F:11][C:12]([F:33])([F:32])[C:13]1[CH:31]=[CH:30][C:16]([O:17][C:18]2[CH:29]=[CH:28][C:21]([O:22][CH:23]([CH3:27])[C:24](Cl)=[O:25])=[CH:20][CH:19]=2)=[CH:15][CH:14]=1.C(N(CC)CC)C>O>[F:11][C:12]([F:32])([F:33])[C:13]1[CH:31]=[CH:30][C:16]([O:17][C:18]2[CH:29]=[CH:28][C:21]([O:22][CH:23]([CH3:27])[C:24]([N:3]3[CH2:4][CH2:5][CH2:6][O:2]3)=[O:25])=[CH:20][CH:19]=2)=[CH:15][CH:14]=1

참가 물질

6

반응물 4

HCID 6212ChloroformHCID 8471TriethylamineHCID 12304500Isoxazolidine hydrochlorideHCID 129060152-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl chloride

생성물 1

HCID 132794361-(1,2-Oxazolidin-2-yl)-2-{4-[4-(trifluoromethyl)phenoxy]phenoxy}propan-1-one수율 97.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of isoxazolidine hydrochloride (11.0 g) and chloroform (200 ml), under stirring and ice-cooling, was added (±)-2-[4-(4-trifluoromethylphenoxy)phenoxy]propionyl chloride (34.5 g) and then added dropwise triethylamine (22.2 g). After the completion of addition, the reaction mixture was stirred for further 30 minutes at room temperature, to which water was added to form two layers. The organic layer so separated was washed with 1 N hydrochloric acid and then with 1 N aqueous sodium hydroxide and dried over anhydrous sodium sulfate. Removal of the solvent by a distillation in vacuo gave N-[(±)-2-[4-(4-trifluoromethylphenoxy)phenoxy]propionyl]isoxazolidine (37.3 g) as a white crystalline solid. After recrystallization from a mixture of n-hexane/acetone, the resulting white crystalline solid showed the melting point of 105°-107° C.

후처리

  1. temperatureice-cooling
  2. additionAfter the completion of addition
  3. additionwas added
  4. customto form two layers
  5. customThe organic layer so separated
  6. washwas washed with 1 N hydrochloric acid
  7. dry with materialwith 1 N aqueous sodium hydroxide and dried over anhydrous sodium sulfate
  8. customRemoval of the solvent
  9. distillationby a distillation in vacuo

출처 및 근거

ORD 기록
ord-a8959e1479f54b079121103f4d2ac70f
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04447259

연결된 노트

불러오는 중…