Acetic Acid → Acridine-4-carboxylic Acid

HRID 1873069

反応式

HRID 1873069 の反応式
[CH:1]1[C:14]2[C:5](=[N:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:4]([C:15]([O:17]C)=[O:16])=[CH:3][CH:2]=1.[OH-].[Na+].CC(O)=O>C1C2C(=O)C3C(=CC=CC=3)NC=2C=CC=1>[CH:1]1[C:14]2[C:5](=[N:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:4]([C:15]([OH:17])=[O:16])=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 11064418Methyl Acridine-4-carboxylate

生成物 1

HCID 11138739Acridine-4-carboxylic Acid収率 87%

試薬・触媒・溶媒 1

HCID 2015Acridone溶媒

反応条件

温度
50 °C

実験手順

To methyl acridine-4-carboxylate, prepared in Example 4,(183 mg), was added a degassed solution of NaOH in aqueous EtOH (1:1,2M)(35 ml). The mixture was stirred for 3 hours at 50° C., when a clear solution was obtained, then neutralised with glacial AcOH. Extraction with EtOAc (3×15 50 ml) followed by chromatography on silica gel, eluting with EtOAc/petroleum ether (1:4), gave acridine-4-carboxylic acid (160 mg, 87%), mp (Me2CO) 196-197° C. (lit, mp 202-204° C.).

後処理

  1. customwhen a clear solution was obtained
  2. extractionExtraction with EtOAc (3×15 50 ml)
  3. washeluting with EtOAc/petroleum ether (1:4)

出典と根拠

ORDレコード
ord-3bd7817617e2472e80674c6f20cd3ecd
出典データセット
uspto-grants-2000_08
特許番号
US06111109

関連ノート

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