1-Pyrenebutanol → HCID 54018264、化合物

HRID 1751896ノート

反応式

HRID 1751896 の反応式
[C:1]1([CH2:17][CH2:18][CH2:19][CH2:20][OH:21])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl.CCOCC>[C:1]1([CH2:17][CH2:18][CH2:19][CH:20]=[O:21])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1

参加物

5

反応物 2

HCID 27626721-PyrenebutanolHCID 178418287HCID 178418287、化合物

生成物 1

HCID 54018264HCID 54018264、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

10 mL of methylene chloride was added to 1.097 g (4 mmol) of 4-(pyren-1-yl) butyl alcohol and stirred vigorously at room temperature for 10 min hour. The reaction was followed by addition of 1.292 g (1.5 Eq.) of PCC (Pyridinium chlorochromate) in 10 mL methylene chloride and the reaction mixture was stirred for 2 h. The reaction mixture was then diluted with 5 volumes of anhydrous ether (100 mL) and washed with 1:1 brine:water, saturated aq. Na2SO3 solution, and brine, respectively, dried over anhydrous Na2SO4 and concentrated to give the aldehyde. The crude product was purified by silica gel flash chromatography (hexanes: ethyl acetate, 9:1, rf: 0.4) to yield 1.06 g (97%). Most of the crude products were very clean and could be used directly for further applications.

後処理

  1. stirringthe reaction mixture was stirred for 2 h
  2. washwashed with 1:1 brine
  3. dry with materialwater, saturated aq. Na2SO3 solution, and brine, respectively, dried over anhydrous Na2SO4
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-f976b8f5bf0741e0a5360b2d491ec1fd
出典データセット
uspto-grants-2015_10
特許番号
US09162885B2

反応ノート

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