1-(Trimethylsilyl)pyrrolidin-2-one → HCID 67883823, 화합물

HRID 1613596노트

반응식

HRID 1613596 반응식
[O:1]1[CH:8]2[CH:2]1[CH2:3][CH2:4][O:5][C:6]1[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=12.C[Si](C)(C)[N:15]1[CH2:19][CH2:18][CH2:17][C:16]1=[O:20].O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[O:20]=[C:16]1[CH2:17][CH2:18][CH2:19][N:15]1[C@@H:8]1[C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[O:5][CH2:4][CH2:3][C@H:2]1[OH:1]

참가 물질

5

반응물 3

HCID 844611-(Trimethylsilyl)pyrrolidin-2-oneHCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 13149080HCID 13149080, 화합물

생성물 1

HCID 67883823HCID 67883823, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
100 °C

실험 절차

3.24 g (20 mmol) of 4,5-epoxy-2,3,4,5-tetrahydro-1-benzoxepin and 9.60 g (61 mmol) of N-trimethylsilyl-2-oxo-pyrrolidine are dissolved in 8 ml of dry THF and, while cooling, 6.31 g (20 mmol) of tetrabutylammonium fluoride trihydrate are added in one portion, and the mixture is heated at 100° C. for several hours (TLC check). The mixture is hydrolyzed with ice-water and extracted several times with diethyl ether. The combined diethyl ether extracts are washed with saturated sodium chloride solution and dried over sodium sulfate. After filtration and evaporation of the solvent in vacuo, the residue is crystallized in diisopropyl ether/ethyl acetate. Crystals of melting point 151°-153° C. are obtained.

후처리

  1. temperaturewhile cooling
  2. extractionextracted several times with diethyl ether
  3. washThe combined diethyl ether extracts are washed with saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. filtrationAfter filtration and evaporation of the solvent in vacuo
  6. customthe residue is crystallized in diisopropyl ether/ethyl acetate
  7. customCrystals of melting point 151°-153° C. are obtained

출처 및 근거

ORD 기록
ord-9fa850d5e3aa4b0090d554099ca5bc25
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05194442

반응 노트

불러오는 중…