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

HRID 2097047ノート

反応式

HRID 2097047 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 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).

後処理

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

出典と根拠

ORDレコード
ord-da154f16e43a450ab054c0ca5aa54686
出典データセット
uspto-grants-2013_05
特許番号
US08450307B2

反応ノート

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