(6-Bromo-1H-indol-2-yl)methanol → 6-bromo-1H-indole-2-carbaldehyde

HRID 2365416노트

반응식

HRID 2365416 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([CH2:11][OH:12])[NH:8]2)=[CH:4][CH:3]=1>C1COCC1.O=[Mn]=O>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([CH:11]=[O:12])[NH:8]2)=[CH:4][CH:3]=1

참가 물질

4

반응물 1

HCID 13567957(6-Bromo-1H-indol-2-yl)methanol

생성물 1

HCID 135679586-bromo-1H-indole-2-carbaldehyde수율 55.2%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of (6-bromo-1H-indol-2-yl)methanol (696 mg, 3.00 mmol) in THF (25.0 mL) was added MnO2 (3.20 g, 37.0 mmol) at 0° C. The reaction mixture was stirred for 24 h at room temperature. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the title compound (371 mg, 55%) as an orange solid: 1H NMR (500 MHz, CDCl3) δ 9.86 (s, 1H), 9.07 (br s, 1H), 7.64 (s, 1H), 7.61 (d, J=8.5 Hz, 1H), 7.29 (dd, J=8.5, 1.5 Hz, 1H), 7.24 (d, J=1.0 Hz, 1H).

후처리

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7270086a570848f593367b117e402975
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697700B2

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