9-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one → 9-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecane

HRID 876054

反応式

HRID 876054 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:14]1[CH2:25][CH2:24][C:17]2([O:22][CH2:21][C:20](=O)[NH:19][CH2:18]2)[CH2:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O1CCCC1>[CH2:7]([N:14]1[CH2:15][CH2:16][C:17]2([O:22][CH2:21][CH2:20][NH:19][CH2:18]2)[CH2:24][CH2:25]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

4

反応物 2

HCID 205220419-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-oneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 357537449-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecane収率 82.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirring mixture of lithium aluminum hydride (2.22 g, 58.5 mmol) in tetrahydrofuran (70 mL) was added compound 399 (3.60 g, 13.8 mmol), portionwise over three minutes. After 1.25 hours of reflux the reaction was cooled to room temperature and quenched with water (2.22 mL), then 1N NaOH (2.22 mL), then water (2×2.22 mL). The remaining solids were filtered off, and the filtrate was concentrated to give compound 402 (2.81 g, 82%). LCMS-ESI (POS), M/Z, M+1: Found 247.1, Calculated 247.2.

後処理

  1. temperatureAfter 1.25 hours of reflux the reaction
  2. customquenched with water (2.22 mL)
  3. filtrationThe remaining solids were filtered off
  4. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-2dcc43ea69014a0ebf47a4682f6e2514
出典データセット
uspto-grants-2015_03
特許番号
US08980903B2

関連ノート

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