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

HRID 1986013노트

반응식

HRID 1986013 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-a5996a4f028844e8ba2214593e3e5825
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547690B2

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