Aluminium lithium hydride → HCID 18177121、化合物

HRID 1643895ノート

反応式

HRID 1643895 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].O=[C:8]1[CH:17]([NH:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9]1>C1COCC1>[NH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:16][CH:17]([NH:18][S:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)(=[O:20])=[O:21])[CH2:8]1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 59778167HCID 59778167、化合物

生成物 1

HCID 18177121HCID 18177121、化合物収率 73%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of LAH (1.0 mL, 1.0 M solution in Et2O) cooled at 0° C. was added dropwise a solution of 162A (120 mg, 0.4 mmol) in THF (5 mL) in 5 min. After addition, the reaction mixture was stirred at RT for 4 h, then quenched by slow addition of EtOAc (2.0 mL), followed by water (15 mL). The mixture was extracted with EtOAc (2×20 mL). The combined EtOAc extracts were washed with water, brine, dried (MgSO4) and concentrated. The residue was chromatographed (silica gel) eluting with EtOAc (30-60%) in hexane to give the title compound (84 mg, 73%).

後処理

  1. additionAfter addition
  2. customquenched by slow addition of EtOAc (2.0 mL)
  3. extractionThe mixture was extracted with EtOAc (2×20 mL)
  4. washThe combined EtOAc extracts were washed with water, brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customThe residue was chromatographed (silica gel)
  8. washeluting with EtOAc (30-60%) in hexane

出典と根拠

ORDレコード
ord-ad6ca433ba5b4afc8eb75b45c26d93e7
出典データセット
uspto-grants-2012_02
特許番号
US08119808B2

反応ノート

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