Hydrochloric Acid → 5-Fluoro-2-hydroxybenzonitrile

HRID 542692ノート

反応式

HRID 542692 の反応式
[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]

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 1363350925-Fluorosalicylaldoxime

生成物 1

HCID 129192915-Fluoro-2-hydroxybenzonitrile収率 87.5%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒2 回HCID 7918Acetic Anhydride溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-187e501355324042b6d32f309d786f9c
出典データセット
uspto-grants-1987_04
特許番号
US04659501

反応ノート

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