Methyl morpholine oxide → 3-Chloro-1-benzothiophene-2-carbaldehyde

HRID 406795

反応式

HRID 406795 の反応式
[Cl:1][C:2]1[C:3]2[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH2:7][OH:8].C[N+]1([O-])CCOCC1>C(Cl)Cl.CCC[N+](CCC)(CCC)CCC.[O-][Ru](=O)(=O)=O>[Cl:1][C:2]1[C:3]2[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH:7]=[O:8]

参加物

5

反応物 2

HCID 82029Methyl morpholine oxideHCID 821965(3-Chloro-1-benzothien-2-yl)methanol

生成物 1

HCID 8181213-Chloro-1-benzothiophene-2-carbaldehyde収率 84.7%

試薬・触媒・溶媒 2

HCID 178419074HCID 178419074、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

A solution of alcohol 12 (4.32 g, 21.6 mmol) in 40 mL of CH2Cl2 was treated with 4A molecular sieves, NMO (3.81 g, 32.5 mmol), and TPAP (381 mg, 1.08 mmol). The reaction was stirred for 10 min. and then was evaporated to dryness. Purification by flash chromatography on silica gel (2% ethyl acetate/hexane) gave 3.52 g (18.3 mmol, 84%) of the aldehyde (13).

後処理

  1. customwas evaporated to dryness
  2. customPurification by flash chromatography on silica gel (2% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-1a7ba306a4944da791246b5d6332cddc
出典データセット
uspto-grants-2014_06
特許番号
US08754122B2

関連ノート

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