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HCID 12979375, 화합물 → HCID 12979373, 화합물

HRID 2097175
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HRID 2097175 반응식
[CH3:1][C:2]1[C:10]2[C:5](=[C:6]([CH3:11])[CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:12](OCC)=[O:13].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][C:2]1[C:10]2[C:5](=[C:6]([CH3:11])[CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH2:12][OH:13]
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참가 물질

4

반응물 2

HCID 12979375HCID 12979375, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 12979373HCID 12979373, 화합물수율 30%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of ethyl 3,7-dimethyl-1H-indole-2-carboxylate (1.84 g, 8.4 mmol) in THF (20 mL) was added to an ice-cooled solution of 1.0 M LAH in THF (17.8 mL 17.8 mmol) and stirred overnight. The reaction was quenched with ethyl acetate (5 mL) and 15% aqueous sodium hydroxide (5 mL), filtered through celite and evaporated in vacuo. The crude reaction was chromatographed over silica gel eluting with methanol/dichloromethane (1%) to afford the title compound (440 mg, 30%). 1H NMR (400 MHz, CDCl3) δ 8.39 (s, 1H), 7.39 (d, J=7.7 Hz, 1H), 7.06 (t, J=7.2 Hz, 1H), 6.99 (d, J=7.1 Hz, 1H), 4.82 (s, 2H), 4.11 (q, J=7.1 Hz, 2H), 2.45 (s, 3H), 2.28 (s, 3H), 1.26 (t, J=7.1 Hz, 3H).

후처리

  1. customThe reaction was quenched with ethyl acetate (5 mL) and 15% aqueous sodium hydroxide (5 mL)
  2. filtrationfiltered through celite
  3. customevaporated in vacuo
  4. customThe crude reaction
  5. customwas chromatographed over silica gel eluting with methanol/dichloromethane (1%)

출처 및 근거

ORD 기록
ord-02566b61c8ec441ab9a8a54606c8c6e6
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450307B2

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