Acetic Acid → 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzonitrile

HRID 4408

反応式

HRID 4408 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][OH:15].F[C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1.[H-].[Na+].C(O)(=O)C>O1CCCC1>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 145174-FluorobenzonitrileHCID 24758Sodium hydrideHCID 7255852-(5-Methyl-2-phenyl-4-oxazolyl)ethanol

生成物 1

HCID 137139704-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzonitrile収率 77.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2-(5-Methyl-2-phenyl-4-oxazolyl)ethanol (6.0 g) and 4-fluorobenzonitrile (5.4 g) were dissolved in tetrahydrofurane (70 ml ), and 60% sodium hydride in oil (1.4 g) was added to the solution under ice-cooling with vigorous stirring. The reaction mixture was stirred at room temperature for 18 hours and poured into ice-cold water (0.5 l). The aqueous mixture was neutralized with acetic acid, and the crystals which separated out were collected by filtration to give 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzonitrile (7.0 g, 77.5%). Recrystallization from ether-hexane afforded colorless prisms, m.p. 119°-120° C. Elemental analysis for C19H16N2O2 ; Calcd: C, 74.98; H, 5.30; N, 9.20. Found: C, 74.90; H, 5.01; N, 9.28.

後処理

  1. temperaturecooling with vigorous stirring
  2. customthe crystals which separated out
  3. filtrationwere collected by filtration

出典と根拠

ORDレコード
ord-ef7d7d2ba1b7436d9bffae2309e59136
出典データセット
uspto-grants-1988_02
特許番号
US04725610

関連ノート

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