Hydrochloric Acid → 5-Fluoro-2-hydroxybenzonitrile

HRID 542692노트

반응식

HRID 542692 반응식
[F:1][C:2]1[CH:10]=[C:6]([CH:7]=[N:8]O)[C:5]([OH:11])=[CH:4][CH:3]=1.[OH-].[K+].Cl>C(OC(=O)C)(=O)C.O.C(O)C>[C:7]([C:6]1[CH:10]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=1[OH:11])#[N:8]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 1363350925-Fluorosalicylaldoxime

생성물 1

HCID 129192915-Fluoro-2-hydroxybenzonitrile수율 87.5%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매2회HCID 7918Acetic Anhydride용매

실험 절차

5-Fluorosalicylaldoxime (20.2 g, 0.13 mol) was dissolved in acetic anhydride (100 ml), followed by refluxing for 5 hours, distilling off acetic anhydride under reduced pressure after completion of the reaction, adding to the remaining oily material, a solution of KOH (20 g) dissolved in water (100 ml) and ethanol (100 ml), heating the mixture at 80° C. for 2 hours, allowing to cool down to room temperature, adding 6N-hydrochloric acid (50 ml) and water (200 ml) to deposit crystals, filtering the crystals, and recrystallizing from methanol (30 ml) to obtain acicular crystals (15.6 g). M.p. 121°~122° C.

후처리

  1. temperatureby refluxing for 5 hours
  2. distillationdistilling off acetic anhydride under reduced pressure
  3. customafter completion of the reaction
  4. additionadding to the remaining oily material
  5. filtrationfiltering the crystals
  6. customrecrystallizing from methanol (30 ml)

출처 및 근거

ORD 기록
ord-187e501355324042b6d32f309d786f9c
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659501

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