Sodium Hydroxide → 9-Bromo-1-methyl-1,10-phenanthrolin-2(1H)-one

HRID 241399

反応式

HRID 241399 の反応式
S([O-])(O)(=O)=O.[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[C:19]([N:20]=1)=[C:18]1[C:13]([CH:14]=[CH:15][CH:16]=[N+:17]1[CH3:21])=[CH:12][CH:11]=2.[OH-:22].[Na+]>[Fe-3](C#N)(C#N)(C#N)(C#N)(C#N)C#N.[K+].[K+].[K+]>[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[C:19]([N:20]=1)=[C:18]1[C:13]([CH:14]=[CH:15][C:16](=[O:22])[N:17]1[CH3:21])=[CH:12][CH:11]=2

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 866711159-Bromo-1-methyl-1,10-phenanthrolinium hydrogen sulfate

生成物 1

HCID 713604359-Bromo-1-methyl-1,10-phenanthrolin-2(1H)-one収率 82.4%

試薬・触媒・溶媒 1

HCID 178511488HCID 178511488、化合物触媒

実験手順

To a stirred aqueous solution of potassium ferricyanide (100 g; 303 mmol) (1.1 L), compound (8) (42.7 g; 115 mmol) and an aqueous sodium hydroxide (76 g; 1.9 mol) (110 mL) were alternately added over 25 minutes in an ice bath (inner temperature of 4 to 6° C.). The resulting mixture was stirred in an ice bath for 1 hour, and further stirred at room temperature for 3.5 hours. Crude crystals which precipitated out were separated by filtration and washed with water, and then dried. The resulting crude crystals were separated and purified by silica gel column chromatography (SiO2 800 g) (chloroform/methanol=50/1 to 30/1 to 20/1) and dried to give 27.4 g (yield: 82%) of the title compound (9).

後処理

  1. stirringfurther stirred at room temperature for 3.5 hours
  2. customCrude crystals which precipitated out
  3. customwere separated by filtration
  4. washwashed with water
  5. customdried
  6. customThe resulting crude crystals were separated
  7. custompurified by silica gel column chromatography (SiO2 800 g) (chloroform/methanol=50/1 to 30/1 to 20/1)
  8. customdried

出典と根拠

ORDレコード
ord-85de17c10c2547bc8d85c7f2b1942eab
出典データセット
uspto-grants-2014_02
特許番号
US08648194B2

関連ノート

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