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

HRID 241399

반응식

HRID 241399 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 178511488HCID 178511488, 화합물촉매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-85de17c10c2547bc8d85c7f2b1942eab
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648194B2

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