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Potassium Carbonate → 2-Cyclobutyloxy-3,4-dimethoxybenzonitrile

HRID 2228508
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HRID 2228508 반응식
[OH:1][C:2]1[C:9]([O:10][CH3:11])=[C:8]([O:12][CH3:13])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH:14]1(Br)[CH2:17][CH2:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+]>>[CH:14]1([O:1][C:2]2[C:9]([O:10][CH3:11])=[C:8]([O:12][CH3:13])[CH:7]=[CH:6][C:3]=2[C:4]#[N:5])[CH2:17][CH2:16][CH2:15]1
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참가 물질

4

반응물 3

HCID 11430Potassium CarbonateHCID 78110BromocyclobutaneHCID 119947582-Hydroxy-3,4-dimethoxybenzonitrile

생성물 1

HCID 184706162-Cyclobutyloxy-3,4-dimethoxybenzonitrile수율 75.3%

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온도
80 °C

실험 절차

2-Hydroxy-3,4-dimethoxybenzonitrile (6.65 g, 0.037 mol) was added to a suspension of cyclobutyl bromide (5.01 g, 0.037 mol) and potassium carbonate (5.11 g, 0.037 mol) in dimethylformnamide (65 ml) and the reaction stirred at 80° C. for 4 hours. On cooling, the mixture was concentrated under reduced pressure and the residue partitioned between water (50 ml) and ethyl acetate (50 ml). The aqueous layer was extracted with further ethyl acetate (100 ml) and the combined organic extracts dried (MgSO4), filtered and evaporated under reduced pressure to give the subtitle compound as a brown oil (6.50 g, 75%). Rf 0.63 (dichloromethane). MS m/z 251 (MNH4)+.

후처리

  1. temperatureOn cooling
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customthe residue partitioned between water (50 ml) and ethyl acetate (50 ml)
  4. extractionThe aqueous layer was extracted with further ethyl acetate (100 ml)
  5. dry with materialthe combined organic extracts dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-be57597fcb1c4bc3885cfc7973707f0a
출처 데이터셋
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06417194B1

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