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

HRID 1362301노트

반응식

HRID 1362301 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 diatamaceous 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 diatamaceous earth
  2. concentrationthe was filtrate was concentrated

출처 및 근거

ORD 기록
ord-2bd3e9719110411c8ad266b9e4afe814
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879872B2

반응 노트

불러오는 중…