Trifluoroacetic acid → Xibenolol

HRID 328881

반응식

HRID 328881 반응식
[C:1]([N:5]1[CH2:8][CH:7]([OH:9])[CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C:10]1([OH:18])[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:11]=1[CH3:17].FC(F)(F)C(O)=O>CCOCC>[CH3:17][C:11]1[C:12]([CH3:16])=[CH:13][CH:14]=[CH:15][C:10]=1[O:18][CH2:6][CH:7]([OH:9])[CH2:8][NH:5][C:1]([CH3:2])([CH3:3])[CH3:4]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 106872,3-DimethylphenolHCID 2879861-tert-Butyl-3-hydroxyazetidine

생성물 1

HCID 146256Xibenolol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
130 °C

실험 절차

A mixture of 4.8 parts of 1-(tert.-butyl)-3-azetidinol, 6.1 parts of 2,3-xylenol and 1.4 parts of trifluoroacetic acid was heated at 130° C. for 12 hours. The reaction mixture was cooled and dissolved in 100 parts of ether, and the solution was washed three times with 50 parts of 2N-sodium hydroxide aqueous solution and extracted three times with 2N-hydrochloric acid aqueous solution. The extract was washed twice with 50 parts of ether and made alkaline by addition of 2N-sodium hydroxide solution. The extraction was conducted three times with 50 parts of ether, and the extract was condensed and distilled under reduced pressure to yield 3.2 parts of 1-(2',3'-dimethylphenyloxy)-3-(tert.-butylamino)-2-propanol having a melting point of 57° C. and a boiling point of 134°-136° C. under 0.7 mm Hg.

후처리

  1. temperatureThe reaction mixture was cooled
  2. washthe solution was washed three times with 50 parts of 2N-sodium hydroxide aqueous solution
  3. extractionextracted three times with 2N-hydrochloric acid aqueous solution
  4. washThe extract was washed twice with 50 parts of ether
  5. additionby addition of 2N-sodium hydroxide solution
  6. extractionThe extraction
  7. customcondensed
  8. distillationdistilled under reduced pressure

출처 및 근거

ORD 기록
ord-66d97fab50ce45b5b2f36556e41d0aae
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04018824

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