Ethyl Bromide → 2-Ethoxy-4-nitro-benzonitrile

HRID 1445638

반응식

HRID 1445638 반응식
[OH:1][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][CH3:21]>CN(C=O)C>[CH2:20]([O:1][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[CH3:21]

참가 물질

5

반응물 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 2861482-Hydroxy-4-nitrobenzonitrile

생성물 1

HCID 214837232-Ethoxy-4-nitro-benzonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-hydroxy-4-nitrobenzonitrile (0.5 g, 3.04 mmol) in DMF (5 ml) is added potassium carbonate (0.631 g, 4.56 mmol) followed by bromoethane (0.238 ml, 3.19 mmol) and the reaction mixture is stirred at room temperature for 5 days. The solvent is removed in vacuo and the crude is partitioned between ethyl acetate (100 ml) and water (100 ml). The organic layer is separated, washed with water (2×100 ml), saturated sodium hydrogen carbonate solution (100 ml) and concentrated in vacuo to afford the titled compound as a pale yellow solid which is used crude in the next step.

후처리

  1. customThe solvent is removed in vacuo
  2. customthe crude is partitioned between ethyl acetate (100 ml) and water (100 ml)
  3. customThe organic layer is separated
  4. washwashed with water (2×100 ml), saturated sodium hydrogen carbonate solution (100 ml)
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b7a8c176942c424885f11095873bd0a9
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666878B2

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