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Aluminium lithium hydride → (7-ethyl-3-methyl-1H-indol-2-yl)methanol

HRID 2097193
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반응식

HRID 2097193 반응식
[CH2:1]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([C:12](OCC)=[O:13])=[C:8]2[CH3:17])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([CH2:12][OH:13])=[C:8]2[CH3:17])[CH3:2]
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 59277626ethyl 7-ethyl-3-methyl-1H-indole-2-carboxylate

생성물 1

HCID 59277628(7-ethyl-3-methyl-1H-indol-2-yl)methanol수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of ethyl 7-ethyl-3-methyl-1H-indole-2-carboxylate (2.2 g, 9.5 mmol) in THF (50 mL) was added to an ice cooled solution of 1M LAH in THF (19 mL, 19.0 mmol) and stirred overnight. The reaction was quenched with ethyl acetate and sodium hydroxide, filtered through celite and evaporated to afford the title compound (1.6 g, 100%). 1H NMR (400 MHz, CDCl3) δ 8.45 (s, 1H), 7.39 (d, J=6.5 Hz, 1H), 7.04 (m, 2H), 4.80 (s, 2H), 2.83 (q, J=4.8 Hz, 2H), 2.28 (s, 3H), 1.34 (t, J=4.4 Hz, 3H)

후처리

  1. customThe reaction was quenched with ethyl acetate and sodium hydroxide
  2. filtrationfiltered through celite
  3. customevaporated

출처 및 근거

ORD 기록
ord-d30aaa2e11c241a5bcc9184c8376cccf
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450307B2

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