Tetrahydrofuran → HCID 69269361, 화합물

HRID 751526노트

반응식

HRID 751526 반응식
[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]

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 21226445Aluminium lithium hydrideHCID 69267751HCID 69267751, 화합물

생성물 1

HCID 69269361HCID 69269361, 화합물수율 45.2%

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-4ece4803ffbf40fea51bcdf117743781
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405305B2

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