(3-Chloro-4-fluoro-benzo[b]thiophen-2-yl)methanol → 3-Chloro-4-fluoro-1-benzothiophene-2-carbaldehyde

HRID 2097047노트

반응식

HRID 2097047 반응식
[Cl:1][C:2]1[C:3]2[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH2:7][OH:8]>C1C=CC=CC=1.O=[Mn]=O>[Cl:1][C:2]1[C:3]2[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH:7]=[O:8]

참가 물질

4

반응물 1

HCID 59277586(3-Chloro-4-fluoro-benzo[b]thiophen-2-yl)methanol

생성물 1

HCID 592775573-Chloro-4-fluoro-1-benzothiophene-2-carbaldehyde수율 88.5%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 241Benzene용매

실험 절차

A suspension of (3-chloro-4-fluoro-benzo[b]thiophen-2-yl)methanol (1.00 g, 4.63 mmol) and MnO2 (3.10 g, 35.2 mmol) in benzene (50 mL) was stirred at room temperature overnight. The solution was filtered through diatomaceous earth and the was filtrate was concentrated to give the title compound (880 mg, 87%) as an off-white solid: 1H NMR (500 MHz, CDCl3) δ 10.32 (s, 1H), 7.63 (dd, J=8.2, 0.4 Hz, 1H), 7.50 (ddd, J=8.1, 8.1, 4.7 Hz, 1H), 7.13 (ddd, J=11.0, 7.9, 0.4 Hz, 1H).

후처리

  1. filtrationThe solution was filtered through diatomaceous earth
  2. concentrationthe was filtrate was concentrated

출처 및 근거

ORD 기록
ord-da154f16e43a450ab054c0ca5aa54686
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450307B2

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