2-Anthracenemethanol → 2-anthracenecarbaldehyde

HRID 2413667ノート

反応式

HRID 2413667 の反応式
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][C:2]=1[CH2:15][OH:16].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][C:2]=1[CH:15]=[O:16]

参加物

4

反応物 2

HCID 12014782-AnthracenemethanolHCID 178418287HCID 178418287、化合物

生成物 1

HCID 17123542-anthracenecarbaldehyde収率 51%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Antracenylmethanol (46A, 1.0 g, 0.0048 mol) in CH2Cl2 (700 mL) was treated with pyridinium chlorochromate (PCC) (Aldrich, 21.56 g, 0.1 mol) and heated for 4 h. The reaction was cooled and filtered through a plug of SiO2 (500 g) using CH2Cl2 as the eluting solvent. After removal of the solvent the crude material was chromatographed on SiO2 with PhCH3 as the eluting solvent to afford 0.5 g (51%) of 2-anthracenecarbaldehyde mp 201°-202.5° (lit mp 202°-203°, P. H. Gore, J. Chem. Soc. 1616 (1959)), (C, H).

後処理

  1. temperatureheated for 4 h
  2. temperatureThe reaction was cooled
  3. filtrationfiltered through a plug of SiO2 (500 g)
  4. customAfter removal of the solvent the crude material
  5. customwas chromatographed on SiO2 with PhCH3 as the eluting solvent

出典と根拠

ORDレコード
ord-9b625e896e4c4919ba26ed37956d4f76
出典データセット
uspto-grants-1988_01
特許番号
US04719049

反応ノート

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