Ethyl Acetate → Quinoline-4-carbaldehyde 1-oxide

HRID 497163노트

반응식

HRID 497163 반응식
[O-:1][N+:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][OH:13])=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[OH-].[Na+].C(OCC)(=O)C>C(#N)C>[N+:2]1([O-:1])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]=[O:13])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 159087TriacetoxyperiodinaneHCID 21963888(1-Oxidoquinolin-4-yl)methanol

생성물 1

HCID 11229066Quinoline-4-carbaldehyde 1-oxide

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a vigorously stirring suspension of (1-oxidoquinolin-4-yl)methanol (0.10 g, 0.57 mmol) in acetonitrile (10 mL) was added Dess-Martin periodinane (0.47 g, 0.63 mmol). After 1 h, 2M NaOH (aq, 2 mL) and ethyl acetate (105 mL) were added and the reaction was stirred for 5 min. The layers were then separated and the organic phase was washed with saturated NaHCO3 (aq), brine, and dried over MgSO4, filtered, and concentrated in vacuo to a light yellow solid. MS (ES+): 174 [MH+].

후처리

  1. stirringthe reaction was stirred for 5 min
  2. customThe layers were then separated
  3. washthe organic phase was washed with saturated NaHCO3 (aq), brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo to a light yellow solid

출처 및 근거

ORD 기록
ord-73eb718bbe5a497eb4dcfb0dc4c87565
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06949563B2

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