4-Bromo-2-fluorobenzonitrile → 4-Bromo-2-methoxybenzonitrile

HRID 432254

반응식

HRID 432254 반응식
[CH3:1][O-:2].[K+].[Br:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7](F)[CH:6]=1>O1CCCC1>[Br:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([O:2][CH3:1])[CH:6]=1

참가 물질

4

반응물 2

HCID 7360294-Bromo-2-fluorobenzonitrileHCID 23664618Potassium methoxide

생성물 1

HCID 223467024-Bromo-2-methoxybenzonitrile수율 92.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A suspension of potassium methoxide (4.24 g, 60.0 mmol) in tetrahydrofuran (40 mL) was added in portions to a solution of 4-Bromo-2-fluorobenzonitrile (8.0 g, 40.0 mmol) in tetrahydrofuran (50 mL) at −50° C. After one hour, the dry ice bath was removed and the reaction mixture was allowed to warm up to room temperature and stirred at room temperature for 6 hours. The reaction mixture was poured onto water (250 mL) and the solid was collected by filtration to give 4-bromo-2-methoxybenzonitrile (7.85 g, 92%). 1H NMR (DMSO-d6) δ 3.94 (s, 3H), 7.32 (d, J=8.23 Hz, 1H), 7.15 (s, 1H), 7.69 (d, J=8.23 Hz, 1H).

후처리

  1. customthe dry ice bath was removed
  2. additionThe reaction mixture was poured onto water (250 mL)
  3. filtrationthe solid was collected by filtration

출처 및 근거

ORD 기록
ord-1095089047944e71810e34b1e4ed58c5
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06660744B1

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