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

HRID 559519ノート

反応式

HRID 559519 の反応式
O[CH2:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:13]=[CH:12][C:11]([I:14])=[CH:10][CH:9]=2)[CH:7]=1.O=S(Cl)[Cl:17]>>[Cl:17][CH2:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:13]=[CH:12][C:11]([I:14])=[CH:10][CH:9]=2)[CH:7]=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 I-1 (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)imidazole 1-3 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-6fc9c8a63d1f4806bf43eee621f8d82c
出典データセット
uspto-grants-2011_11
特許番号
US08063077B2

反応ノート

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