Methanol → 2-(Hydroxymethyl)pyridine-4-carbonitrile

HRID 364996노트

반응식

HRID 364996 반응식
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)#[N:2].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].[CH3:21][OH:22].S(=O)(=O)(O)O>O>[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:21][OH:22])[CH:4]=1)#[N:2]

참가 물질

6

반응물 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 75064-CyanopyridineHCID 62648Ammonium Persulfate

생성물 1

HCID 132925992-(Hydroxymethyl)pyridine-4-carbonitrile수율 46%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 4-cyanopyridine (31.2 g), ammonium persulphate (136.8 g), methanol (450 ml), concentrated sulphuric acid (16.2 ml) and water (210 ml) was heated under reflux for 24 hours, and the methanol was removed by distillation. Crushed ice (450 g) was added and the mixture was adjusted to pH 12 with 10M sodium hydroxide and extracted with chloroform. The chloroform extracts were combined and evaporated and the residue was purified by elution from a silica gel column with methanol-chloroform (7.5% v/v) to give 4-cyano-2-hydroxymethylpyridine (18.5 g, 46%) m.p. 92°-94°.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. customthe methanol was removed by distillation
  4. additionCrushed ice (450 g) was added
  5. extractionextracted with chloroform
  6. customevaporated
  7. customthe residue was purified by elution from a silica gel column with methanol-chloroform (7.5% v/v)

출처 및 근거

ORD 기록
ord-e2c246a9ddd0465cb224eed3b1b2f123
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04607107

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