Tetrahydrofuran → HCID 69269361、化合物

HRID 751526ノート

反応式

HRID 751526 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)[CH:10]([CH2:23]C)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].C1C[O:34]CC1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)[CH:10]([CH2:23][OH:34])[CH2:9]1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

参加物

4

反応物 3

HCID 8028TetrahydrofuranHCID 21226445Aluminium lithium hydrideHCID 69267751HCID 69267751、化合物

生成物 1

HCID 69269361HCID 69269361、化合物収率 45.2%

実験手順

Dissolve 1-(1-tert-Butoxycarbonyl-3-ethyl-piperidin-4-yl)-1H-indole (2.86 g, 7.7 mmol) in TIP (25 ml) and stir at ambient temperature. Add a 1M solution of lithium aluminum hydride in THF (8.5 ml, 8.5 mmol) dropwise via syringe. Stir for two hours, then quench with 0.34 ml water, 0.26 ml 5N sodium hydroxide, and 1.2 ml water. Filter through a pad of Celite®, concentrate to an oil. Purify by flash chromatography to yield the title compound (1.15 g, 45%). ES (M++1): 275.1

後処理

  1. stirringStir for two hours
  2. customquench with 0.34 ml water, 0.26 ml 5N sodium hydroxide, and 1.2 ml water
  3. filtrationFilter through a pad of Celite®
  4. concentrationconcentrate to an oil
  5. customPurify by flash chromatography

出典と根拠

ORDレコード
ord-4ece4803ffbf40fea51bcdf117743781
出典データセット
uspto-grants-2008_07
特許番号
US07405305B2

反応ノート

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