Hydrochloric Acid → 5-Methyl-4-pyridazinecarboxylic acid

HRID 1685040ノート

反応式

HRID 1685040 の反応式
[CH3:1][C:2]1[C:3]([C:8]([O:10]CC)=[O:9])=[CH:4][N:5]=[N:6][CH:7]=1.[OH-].[Na+].Cl>O.C1COCC1>[CH3:1][C:2]1[C:3]([C:8]([OH:10])=[O:9])=[CH:4][N:5]=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13262526Ethyl 5-methylpyridazine-4-carboxylate

生成物 1

HCID 574169155-Methyl-4-pyridazinecarboxylic acid収率 185.1%

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

反応条件

温度
60 °C

実験手順

To a solution of ethyl 5-methylpyridazine-4-carboxylate (240 mg, 1.4 mmol) in H2O/THF was added 7.5 N aq. NaOH (1.25 eq, 0.25 mL) and the mixture was stirred for 1 hour at 60° C. Concentrated HCl was added to pH 2 and subsequently the volatiles were removed in vacuo. The residue was first stirred with EtOAc and the solids were collected by filtration. Then stirred with THF and the solids were again collected by filtration. The solids were extracted with MeOH and removal of the volatiles afforded 5-methylpyridazine-4-carboxylic acid (358 mg) as a brown solid.

後処理

  1. customsubsequently the volatiles were removed in vacuo
  2. stirringThe residue was first stirred with EtOAc
  3. filtrationthe solids were collected by filtration
  4. stirringThen stirred with THF
  5. filtrationthe solids were again collected by filtration
  6. extractionThe solids were extracted with MeOH and removal of the volatiles

出典と根拠

ORDレコード
ord-703e97f0e652443db16f0acbebce704f
出典データセット
uspto-grants-2012_04
特許番号
US08148380B2

反応ノート

読み込み中…