Water → 2-Fluoro-4-methoxy-6-(tetrahydro-furan-3-yloxy)-benzonitrile

HRID 586718노트

반응식

HRID 586718 반응식
[H-].[Na+].[OH:3][CH:4]1[CH2:8][CH2:7][O:6][CH2:5]1.[F:9][C:10]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14](F)[C:11]=1[C:12]#[N:13].O>O1CCCC1>[F:9][C:10]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]([O:3][CH:4]2[CH2:8][CH2:7][O:6][CH2:5]2)[C:11]=1[C:12]#[N:13]

참가 물질

6

반응물 4

HCID 962WaterHCID 99603-Furanol, tetrahydro-HCID 24758Sodium hydrideHCID 27787722,6-Difluoro-4-methoxybenzonitrile

생성물 1

HCID 223351962-Fluoro-4-methoxy-6-(tetrahydro-furan-3-yloxy)-benzonitrile수율 102.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Sodium hydride (60% in mineral oil, 0.83 g, 21 mmol) was added portionwise to 3-hydroxytetrahydrofuran (1.82 g, 21 mmol) in tetrahydrofuran (40 ml) at 0° C. under a nitrogen atmosphere. The suspension was warmed to room temperature and was stirred for 1 hour. The mixture formed was added over 30 minutes to 2,6-difluoro-4-methoxy-benzonitrile (Mol. Cryst. Liq. Cryst. 1989, 172) (3.5 g, 21 mmol) in tetrahydrofuran (50 ml) and the resulting solution was held at room temperature for 16 hours. Water (75 ml) was added and the aqueous mixture was extracted with ethyl acetate (3×200 ml) The combined organic solutions were dried over magnesium sulphate and evaporated under reduced pressure. The material obtained was dried under vacuum to give the title compound as a brown solid (5.1 g).

후처리

  1. customThe mixture formed
  2. waitthe resulting solution was held at room temperature for 16 hours
  3. extractionthe aqueous mixture was extracted with ethyl acetate (3×200 ml) The combined organic solutions
  4. dry with materialwere dried over magnesium sulphate
  5. customevaporated under reduced pressure
  6. customThe material obtained
  7. customwas dried under vacuum

출처 및 근거

ORD 기록
ord-1687b12d04cb4af381b02b3cddc1df3e
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936619B2

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