Fusaric Acid → 3-Fluoro-4cyanophenyl 5-n-butylpicolinate

HRID 542691

反応式

HRID 542691 の反応式
[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]([OH:13])=[O:12])=[N:9][CH:10]=1)[CH2:2][CH2:3][CH3:4].[F:14][C:15]1[CH:16]=[C:17](O)[CH:18]=[CH:19][C:20]=1[C:21]#[N:22].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]([O:13][C:17]2[CH:18]=[CH:19][C:20]([C:21]#[N:22])=[C:15]([F:14])[CH:16]=2)=[O:12])=[N:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 3442Fusaric AcidHCID 10868DicyclohexylcarbodiimideHCID 27346752-Fluoro-4-hydroxybenzonitrile

生成物 1

HCID 137098973-Fluoro-4cyanophenyl 5-n-butylpicolinate収率 10%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

5-n-butyl picolinic acid (1.8 g) and 3-fluoro-4-cyanophenol (1.4 g) were dissolved in methylene chloride (30 ml). While the resulting solution was kept at 0° C. or lower, a solution (20 ml) of dicyclohexylcarbodimide (2.1 g) in methylene chloride was dropped to the above solution, followed by further agitating for 3 hours, filtering off the resulting solids, adding 2N-NaOH aqueous solution to the filtrate, separating the methylene chloride layer, washing it with water till the washing water became neutral, distilling off the solvent from the methylene chloride layer and recrystallizing the residue from ethanol to obtain the objective 3-fluoro-4cyanophenyl 5-n-butylpicolinate (0.3 g) having a m.p. of 45.1°-46.1° C.

後処理

  1. customwas kept at 0° C.
  2. filtrationfiltering off the resulting solids
  3. additionadding 2N-NaOH aqueous solution to the filtrate
  4. customseparating the methylene chloride layer
  5. washwashing it with water till the washing water
  6. distillationdistilling off the solvent from the methylene chloride layer
  7. customrecrystallizing the residue from ethanol

出典と根拠

ORDレコード
ord-4271be2515944a68886db3f4397c44fb
出典データセット
uspto-grants-1987_04
特許番号
US04659500

関連ノート

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