alpha-Chloro-o-xylene → 3-[(2-Methylphenyl)methoxy]pyridin-2-amine

HRID 4291

反応式

HRID 4291 の反応式
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH2:12]Cl>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].[OH-].[Na+].C(Cl)Cl>[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=2[CH3:12])=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

6

反応物 2

HCID 11093alpha-Chloro-o-xyleneHCID 281142-Amino-3-Hydroxypyridine

生成物 1

HCID 138258823-[(2-Methylphenyl)methoxy]pyridin-2-amine

試薬・触媒・溶媒 3

HCID 21218Trioctylmethylammonium chloride触媒HCID 6344Dichloromethane溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To a mixture of 2-amino-3-hydroxypyridine (7 g) and Adogen 464 (Trademark: prepared by Aldrich Chemical Co.) (0.4 g) in 40% aqueous sodium hydroxide (32 ml) and methylene chloride (32 ml) was added 2-methylbenzyl chloride (8.42 ml) at ambient temperature. After being stirred for 24 hours, the organic layer was separated and the aqueous layer was extracted with methylene chloride. The combined extracts were washed with saturated sodium chloride aqueous solution, dried over magnesium sulfate, and evaporated in vacuo. The crystalline residue was recrystallized from ethyl acetate to give 2-amino-3-(2-methylbenzyloxy)pyridine (7.56 g).

後処理

  1. customthe organic layer was separated
  2. extractionthe aqueous layer was extracted with methylene chloride
  3. washThe combined extracts were washed with saturated sodium chloride aqueous solution
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe crystalline residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-4a0ab28d099d4c989edf76e5c61389c1
出典データセット
uspto-grants-1988_02
特許番号
US04725601

関連ノート

読み込み中…