Hydrochloric Acid → HCID 67164696、化合物

HRID 552339ノート

反応式

HRID 552339 の反応式
[C:1]([N:4]1[CH2:21][CH2:20][C:7]2([NH:11][C:10](=[O:12])[C@H:9]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[NH:8]2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[H-].[Na+].[CH2:24](Cl)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.Cl>C1COCC1>[C:1]([N:4]1[CH2:5][CH2:6][C:7]2([N:11]([CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:10](=[O:12])[C@H:9]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[NH:8]2)[CH2:20][CH2:21]1)(=[O:3])[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7503Benzyl ChlorideHCID 24758Sodium hydrideHCID 67166149HCID 67166149、化合物

生成物 1

HCID 67164696HCID 67164696、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 8-acetyl-3-(S)-benzyl-1,4,8-triazaspiro[4,5]decan-2-one (2.8 g, 9.7 mmol) in 20 mL of dry THF there was added sodium hydride (350 mg, 14.6 mmol) at 0° C. and under a blanket of nitrogen. Following stirring over a period of 1 h at 0° C., benzyl chloride (1.36 g, 10.7 mmol) was slowly added dropwise, and the mixture was allowed to warm up to RT and then heated under reflux over a period of 24 h. Following the addition of an aqueous saturated HCl solution (25 mL), the reaction mixture was isolated by filtration and the filtrate was extracted with EE (3×20 mL), and the combined organic phases were dried over Na2SO4. Following removal, by distillation, of the solvent, there was obtained the crude product as a yellow oil. Further purification was carried out by column chromatography. The product 8-acetyl-1,3-(S)-dibenzyl-1,4,8-triazaspiro[4,5]decan-2-one was obtained in a yield of 1.25 g (34%).

後処理

  1. temperatureto warm up to RT
  2. temperatureheated
  3. temperatureunder reflux over a period of 24 h
  4. customthe reaction mixture was isolated by filtration
  5. extractionthe filtrate was extracted with EE (3×20 mL)
  6. dry with materialthe combined organic phases were dried over Na2SO4
  7. customremoval
  8. distillationby distillation
  9. customof the solvent, there was obtained the crude product as a yellow oil
  10. customFurther purification

出典と根拠

ORDレコード
ord-13c124ec6e3a4bcc86721e483964c855
出典データセット
uspto-grants-2011_05
特許番号
US07951815B2

反応ノート

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