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

HRID 538606

反応式

HRID 538606 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 78136Benzo-1,3-dioxole-5-carbonitrile収率 94.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-dac97f44beb24917a37737a85db83b1b
出典データセット
uspto-grants-2014_10
特許番号
US08865736B2

関連ノート

読み込み中…