2-Anthracenemethanol → 2-anthracenecarbaldehyde

HRID 1381804ノート

反応式

HRID 1381804 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-Anthracenylmethanol (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-90eee7970e444c2380bb5eff494f78f6
出典データセット
uspto-grants-1989_02
特許番号
US04803221

反応ノート

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