Triacetoxyperiodinane → 3-(3-Quinolinyl)-2-propynal

HRID 1166095

反応式

HRID 1166095 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]#[C:12][CH2:13][OH:14])[CH:2]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]#[C:12][CH:13]=[O:14])[CH:2]=1

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 6501423-Quinolin-3-ylprop-2-yn-1-ol

生成物 1

HCID 226307723-(3-Quinolinyl)-2-propynal収率 72.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 3-(3-quinolinyl)-2-propyn-1-ol (prepared as described in J. Med Chem. 1996, 39, 3179) (360 mg, 1.96 mmol) and the Dess-Martin reagent (1.00 g, 2.36 mmol) in dichloromethane (10 mL) was stirred at RT for 1.5 h. The solution was washed with sat. aq. NaHCO3 and brine, dried (MgSO4), and concentrated. Purification by chromatography (SiO2, 1:4 hexane/ethyl acetate) yielded 258 mg (72%) of the title compound. MS 182 (M+H)+.

後処理

  1. washThe solution was washed with sat. aq. NaHCO3 and brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customPurification by chromatography (SiO2, 1:4 hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-64cd140bd5b64aae8b288f6161cea79c
出典データセット
uspto-grants-2003_09
特許番号
US06613747B2

関連ノート

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