Water → 3-(Pyrrolidin-1-yl)-4,5-dihydroisoxazole

HRID 1614991노트

반응식

HRID 1614991 반응식
Br[C:2]1[CH2:6][CH2:5][O:4][N:3]=1.[NH:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1.C(=O)([O-])[O-].[Na+].[Na+].O>C(O)CCC.C(OC)(C)(C)C>[N:7]1([C:2]2[CH2:6][CH2:5][O:4][N:3]=2)[CH2:11][CH2:10][CH2:9][CH2:8]1

참가 물질

7

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 31268PyrrolidineHCID 219834983-Bromo-4,5-dihydroisoxazole

생성물 1

HCID 866506883-(Pyrrolidin-1-yl)-4,5-dihydroisoxazole

시약·촉매·용매 2

HCID 2631-Butanol용매HCID 15413tert-Butyl methyl ether용매

반응 조건

온도
120 °C

실험 절차

3-(Pyrrolidin-1-yl)-4,5-dihydroisoxazole III-59 was prepared in 1 step according to the following procedure: 3-bromo-4,5-dihydroisoxazole III-18 (1.0 equiv) was dissolved in n-butanol (0.64 M) followed by the addition of pyrollidine (1.2 equiv) and sodium carbonate (2.5 equiv). The reaction is the sealed and heated in an oil bath to 120° C. for 18 h after which it allowed to cool and then transferred to a separatory funnel with excess water and tert-butylmethyl ether. The aqueous layer was washed with tert-butylmethyl ether (2×) and the combined organic layers were washed with brine, dried over magnesium sulfate and concentrate to provide a orange solid that was purified using flash silica gel chromatography (gradient ethyl acetate/hexanes) to provide III-59 as a white solid. [M+H]+=345.4 m/z. Activity: C

후처리

  1. customsealed
  2. temperatureto cool
  3. washThe aqueous layer was washed with tert-butylmethyl ether (2×)
  4. washthe combined organic layers were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrate
  7. customto provide a orange solid
  8. customthat was purified
  9. customto provide III-59 as a white solid

출처 및 근거

ORD 기록
ord-2a7210150a854e5a8645a3f35a2688f7
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765735B2

반응 노트

불러오는 중…