Thionyl Chloride → 4-Chloromethyl 1-(4-iodophenyl)imidazole

HRID 642995ノート

反応式

HRID 642995 の反応式
[I:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([CH2:13]O)[N:10]=[CH:9]2)=[CH:4][CH:3]=1.O=S(Cl)[Cl:17]>>[Cl:17][CH2:13][C:11]1[N:10]=[CH:9][N:8]([C:5]2[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=2)[CH:12]=1

参加物

3

反応物 2

HCID 24386Thionyl ChlorideHCID 592601064-Hydroxymethyl 1-(4-iodophenyl)imidazole

生成物 1

HCID 592600624-Chloromethyl 1-(4-iodophenyl)imidazole

実験手順

The compound 4-hydroxymethyl 1-(4-iodophenyl)imidazole 9.3 (0.810 g, 2.70 mmol) was dissolved in SOCl2 (6 mL). The solution was stirred at room temperature for 15 min. It was then concentrated in vacuo. The residue was partitioned between EtOAc and 5% aq. NaHCO3. The organic layer was separated, dried over Na2SO4, concentrated in vacuo to give 4-(chloromethyl)-1-(4-iodophenyl)-1H-imidazole 9.5 as a solid (0.780 g). MS 318.9 and 320.9 (M+H, Cl pattern)

後処理

  1. concentrationIt was then concentrated in vacuo
  2. customThe residue was partitioned between EtOAc and 5% aq. NaHCO3
  3. customThe organic layer was separated
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-baf734acf10e40b6abb1e70a858932ba
出典データセット
uspto-grants-2010_04
特許番号
US07696352B2

反応ノート

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