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

HRID 992932

반응식

HRID 992932 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 226307723-(3-Quinolinyl)-2-propynal수율 72.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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)+.

후처리

  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)

출처 및 근거

ORD 기록
ord-8efc56012e054d159c62b8cc0a7c2edd
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06472372B1

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