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

HRID 542691

반응식

HRID 542691 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 137098973-Fluoro-4cyanophenyl 5-n-butylpicolinate수율 10%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4271be2515944a68886db3f4397c44fb
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659500

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