Tetrafluoroboric acid → 4-Hydroxy-1,8-naphthalenedicarboxylic anhydride

HRID 566989

反応式

HRID 566989 の反応式
[CH:1]1[CH:10]=[C:9]2[C:11]([O:13][C:14](=[O:15])[C:7]3=[C:8]2[C:3](=[C:4](N)[CH:5]=[CH:6]3)[CH:2]=1)=[O:12].N([O-])=[O:18].[Na+].F[B-](F)(F)F.[H+]>S(=O)(=O)(O)O.O>[CH:1]1[CH:10]=[C:9]2[C:11]([O:13][C:14](=[O:15])[C:7]3=[C:8]2[C:3](=[C:4]([OH:18])[CH:5]=[CH:6]3)[CH:2]=1)=[O:12]

参加物

6

反応物 3

HCID 28118Tetrafluoroboric acidHCID 809904-Aminonaphthalene-1,8-dicarboxylic anhydrideHCID 23668193Sodium Nitrite

生成物 1

HCID 59994974-Hydroxy-1,8-naphthalenedicarboxylic anhydride収率 61.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 1118Sulfuric Acid溶媒2 回

実験手順

To a solution of 1.0 g (4.7 mmol) of 4-amino-1,8-naphthalic anhydride in 5 mL concentrated sulfuric acid at 0° C. to 5° C. was added 1.0 g (14.5 mmol) of sodium nitrite, and then 0.5 mL of water. The reaction was stirred for 30 minutes at 0° C. to 5° C., followed by addition of 5 mL (38 mmol) of 48% aqueous fluoroboric acid, with stirring for 30 minutes. The mixture was poured into ice water. The precipitate was isolated, suspended in a solution of 10 mL concentrated sulfuric acid in 50 mL water, refluxed in 3 hours, and again poured onto ice. The precipitate was isolated, washed with water, and dried to yield 620 mg of the title compound.

後処理

  1. stirringwith stirring for 30 minutes
  2. customThe precipitate was isolated
  3. temperaturerefluxed in 3 hours
  4. additionagain poured onto ice
  5. customThe precipitate was isolated
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-56d8348d4c064626a6e1348ebb805143
出典データセット
uspto-grants-2001_01
特許番号
US06177423B1

関連ノート

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