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

HRID 1362301ノート

反応式

HRID 1362301 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

HCID 592775573-Chloro-4-fluoro-1-benzothiophene-2-carbaldehyde収率 88.5%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 241Benzene溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-2bd3e9719110411c8ad266b9e4afe814
出典データセット
uspto-grants-2011_02
特許番号
US07879872B2

反応ノート

読み込み中…