Water → Benzo-1,3-dioxole-5-carbonitrile

HRID 538606

반응식

HRID 538606 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[C:5]#[N:6].Br[CH2:12]Br.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[O:10]1[C:9]2[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=2[O:1][CH2:12]1

참가 물질

6

반응물 4

HCID 962WaterHCID 3024DibromomethaneHCID 11430Potassium CarbonateHCID 870653,4-Dihydroxybenzonitrile

생성물 1

HCID 78136Benzo-1,3-dioxole-5-carbonitrile수율 94.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

To a solution of 3,4 Dihydroxy benzonitrile (5.0 g, 37.0 mmol) in 20 ml of DMF was added dibromomethane (19.25 g, 110.0 mmol) and potassium carbonate (25.50 g, 184.90 mmol). The reaction mixture was heated at 120° C. for 2 h under the nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), reaction mixture was cooled to room temperature. Water (50 ml) was added to the reaction mixture and extracted the compound with ethyl acetate (3×100 mL). The combined organic layers were dried over anhydrous Na2SO4, and evaporated to dryness under reduced pressure to give the title compound as yellow solid (5.16 g, 94.8%).

후처리

  1. customAfter the completion of the reaction mixture (TLC monitoring), reaction mixture
  2. temperaturewas cooled to room temperature
  3. extractionextracted the compound with ethyl acetate (3×100 mL)
  4. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
  5. customevaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-dac97f44beb24917a37737a85db83b1b
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865736B2

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