1-(Trimethylsilyl)pyrrolidin-2-one → HCID 67883823、化合物

HRID 1613596ノート

反応式

HRID 1613596 の反応式
[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]

参加物

5

反応物 3

HCID 844611-(Trimethylsilyl)pyrrolidin-2-oneHCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 13149080HCID 13149080、化合物

生成物 1

HCID 67883823HCID 67883823、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9fa850d5e3aa4b0090d554099ca5bc25
出典データセット
uspto-grants-1993_03
特許番号
US05194442

反応ノート

読み込み中…