Sodium Hydroxide → 4-Chloromethyl-1-(3,4-dichloro-phenyl)-1H-imidazole

HRID 433583ノート

反応式

HRID 433583 の反応式
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:7]=[C:8]([N:13]2[CH:17]=[C:16]([CH2:18]O)[N:15]=[CH:14]2)[CH:9]=[CH:10][C:11]=1[Cl:12].[OH-].[Na+]>>[Cl:3][CH2:18][C:16]1[N:15]=[CH:14][N:13]([C:8]2[CH:9]=[CH:10][C:11]([Cl:12])=[C:6]([Cl:5])[CH:7]=2)[CH:17]=1

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 23444980HCID 23444980、化合物

生成物 1

HCID 234450324-Chloromethyl-1-(3,4-dichloro-phenyl)-1H-imidazole収率 95%

実験手順

In an ice-bath thionyl chloride (39.5 ml, excess) was slowly added to [1-(3,4-dichloro-phenyl)-1H-imidazol-4-yl]-methanol (9.6 g, 39.5 mmol). The resulting mixture was stirred for 24 h. After evaporation, the oily residue was triturated with ether and 10.12 g (86%) of the hydrochloride salt of the title compound was obtained as an off-white solid. To obtain the free base, the salt was carefully neutralized with aqueous NaOH (2N) and extracted with AcOEt. The organic phase was dried (Na2SO4) and concentrated to obtain 8.43 g (95%) of the title compound as an off-white solid. Mp. 146-147° C. dec. (AcOEt/hexane), MS: m/e=260 (M+)

後処理

  1. customAfter evaporation
  2. customthe oily residue was triturated with ether and 10.12 g (86%) of the hydrochloride salt of the title compound
  3. customwas obtained as an off-white solid
  4. customTo obtain the free base
  5. extractionextracted with AcOEt
  6. dry with materialThe organic phase was dried (Na2SO4)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-e77a5f18956b4e01b9b3a6e7a451dc17
出典データセット
uspto-grants-2003_12
特許番号
US06667335B2

反応ノート

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