Sodium hydride → HCID 178448128、化合物

HRID 1419803ノート

反応式

HRID 1419803 の反応式
[H-].[Na+].[C:3]([C@@H:6]1[CH2:11][CH2:10][C@H:9]([OH:12])[CH2:8][CH2:7]1)([CH3:5])=[CH2:4].Cl[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=[CH:16][N:15]=1.[Cl-].[NH4+]>C1COCC1.C(O)(C)C>[C:3]([C@@H:6]1[CH2:11][CH2:10][C@H:9]([O:12][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[CH:16][N:15]=2)[CH2:8][CH2:7]1)([CH3:5])=[CH2:4]

参加物

7

反応物 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 788644-ChloroquinazolineHCID 178448129HCID 178448129、化合物

生成物 1

HCID 178448128HCID 178448128、化合物

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

0.42 g (17.5 mmol) of NaH (80% pure) was added in portions to a solution of 1.8 g (12.8 mmol) of cis-4isopropenylcyclohexanol in 20 ml of absolute THF. The mixture was then heated at reflux for 3 hours, and a solution of 1.9 g (11.6 mmol) of 4-chloroquinazoline in 10 ml of THF was added dropwise. The reaction mixture was subsequently heated at reflux for 5 hours. After cooling to room temperature, 10 ml of isopropanol were added, the mixture was subsequently stirred for 15 minutes, and the reaction solution was poured into saturated ammonium chloride solution. Extraction was carried out with ether, the combined organic phases were dried over MgSO4 and the solvent was concentrated by evaporation in vacuo. The residue (2.7 g) was purified by flash chromatography over silica gel with petroleum ether/ethyl acetate 3:1. After concentration, 1.8 g (57.6% of theory) were obtained of a colorless oil.

後処理

  1. temperatureThe mixture was then heated
  2. temperatureat reflux for 3 hours
  3. temperatureThe reaction mixture was subsequently heated
  4. temperatureat reflux for 5 hours
  5. extractionExtraction
  6. dry with materialthe combined organic phases were dried over MgSO4
  7. concentrationthe solvent was concentrated by evaporation in vacuo
  8. customThe residue (2.7 g) was purified by flash chromatography over silica gel with petroleum ether/ethyl acetate 3:1
  9. concentrationAfter concentration
  10. custom1.8 g (57.6% of theory) were obtained of a colorless oil

出典と根拠

ORDレコード
ord-3e03fbdb49ad43859eaaee978c67eb5d
出典データセット
uspto-grants-1999_03
特許番号
US05889012

反応ノート

読み込み中…