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

HRID 586718ノート

反応式

HRID 586718 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1687b12d04cb4af381b02b3cddc1df3e
出典データセット
uspto-grants-2005_08
特許番号
US06936619B2

反応ノート

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