Formic Acid → Methylephedrine

HRID 1758906

反応式

HRID 1758906 の反応式
[CH3:1][C@H:2]([NH:11][CH3:12])[C@H:3]([OH:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.Cl.[OH-].[Na+].[CH:16](O)=O.C=O>O>[CH3:1][C@H:2]([N:11]([CH3:16])[CH3:12])[C@H:3]([OH:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 65326Ephedrine Hydrochloride

生成物 1

HCID 64782Methylephedrine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Ephedrine hydrochloride (30.3 g, 0.15 mol) was dissolved in warm water (60 ml) there was, then added thereto a 40% sodium hydroxide aqueous solution (15 ml, 0.15 mol) and 85% formic acid (21.7 g, 0.4 mol) and the mixture refluxed under heating, and to this solution was added dropwise at 35% formalin solution (15 g, 0.18 mol) over 20 minutes. Thereafter, refluxing under heating was continued for 3 hours and the reaction solution was concentrated to 1/2 of its original volume and then added thereto was a 40% sodium hydroxide aqueous solution to adjust the pH to about 11. The resultant precipitated crystals were filtered out and recrystallized from methanol. Yield: 23 g (84%); m.p.: 86.5°-87.5° C. [α]D20 =-29.5° (C=4.54, MeOH).

後処理

  1. additionadded
  2. temperatureunder heating
  3. temperatureThereafter, refluxing
  4. temperatureunder heating
  5. concentrationthe reaction solution was concentrated to 1/2 of its original volume
  6. additionadded
  7. customThe resultant precipitated crystals
  8. filtrationwere filtered out
  9. customrecrystallized from methanol
  10. customm.p.: 86.5°-87.5° C. [α]D20 =-29.5° (C=4.54, MeOH)

出典と根拠

ORDレコード
ord-ed858549ead24c3e9546b708b4808766
出典データセット
uspto-grants-1982_07
特許番号
US04338255

関連ノート

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