Aluminium lithium hydride → 9-(phenylmethyl)-3,9-Diazabicyclo[4.2.1]nonane

HRID 1986013ノート

反応式

HRID 1986013 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([N:14]1[CH:20]2[CH2:21][CH2:22][CH:15]1[CH2:16][NH:17][C:18](=O)[CH2:19]2)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1COCC1>[CH2:7]([N:14]1[CH:20]2[CH2:21][CH2:22][CH:15]1[CH2:16][NH:17][CH2:18][CH2:19]2)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 457927509-Benzyl-3,9-diazabicyclo[4.2.1]nonan-4-one

生成物 1

HCID 220579069-(phenylmethyl)-3,9-Diazabicyclo[4.2.1]nonane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Neat LAH (0.4 g, 10.54 mmol) was added in small portions to a stirred solution of 9-benzyl-3,9-diazabicyclo[4.2.1]nonan-4-one (1.2 g, 5.21 mmol) in THF (40 ml) and the mixture was stirred under nitrogen overnight. Reaction mixture was cooled in ace bath and quenched by consecutive addition of water (0.4 ml), 15% NaOH (1.2 ml) and water (0.4 ml) and then stirred for 30 min. Precipitated sodium aluminate was filtered off and the filtrate was dried over MgSO4, filtered and evaporated to dryness to afford 9-benzyl-3,9-diazabicyclo[4.2.1]nonane as a light yellow oil. LC/MS: m/e 217 (MH+).

後処理

  1. customReaction mixture
  2. temperaturewas cooled in ace bath
  3. customquenched by consecutive addition of water (0.4 ml), 15% NaOH (1.2 ml) and water (0.4 ml)
  4. stirringstirred for 30 min
  5. filtrationPrecipitated sodium aluminate was filtered off
  6. dry with materialthe filtrate was dried over MgSO4
  7. filtrationfiltered
  8. customevaporated to dryness

出典と根拠

ORDレコード
ord-a5996a4f028844e8ba2214593e3e5825
出典データセット
uspto-grants-2009_06
特許番号
US07547690B2

反応ノート

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