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Potassium Iodide → 2-[p-(3-Chlorophenoxy)phenyl]-2-(l-imidazolylmethyl)-4-ethyl-1,3-dioxolane

HRID 258338
ノート
印刷プレビュー

反応式

HRID 258338 の反応式
[Na].[NH:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.[Cl:7][C:8]1[CH:9]=[C:10]([CH:27]=[CH:28][CH:29]=1)[O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2([CH2:25]Br)[O:22][CH:21]([CH2:23][CH3:24])[CH2:20][O:19]2)=[CH:14][CH:13]=1.[I-].[K+]>CN(C)C=O.O>[Cl:7][C:8]1[CH:9]=[C:10]([CH:27]=[CH:28][CH:29]=1)[O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2([CH2:25][C:3]3[NH:2][CH:6]=[CH:5][N:4]=3)[O:22][CH:21]([CH2:23][CH3:24])[CH2:20][O:19]2)=[CH:16][CH:17]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 4875Potassium IodideHCID 197374082-(Bromomethyl)-2-[4-(3-chlorophenoxy)phenyl]-4-ethyl-1,3-dioxolaneHCID 57373095Imidazole sodium

生成物 1

HCID 197374042-[p-(3-Chlorophenoxy)phenyl]-2-(l-imidazolylmethyl)-4-ethyl-1,3-dioxolane

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6228
Dimethylformamide
溶媒

実験手順

1.2 parts of imidazole sodium salt, 4 parts of 2-[p-(3chlorophenoxy)phenyl]-2-bromomethyl-4-ethyl-1,3-dioxolane and a catalytic amount of potassium iodide are stirred in 50 ml of dimethyl formamide for 17 hours at a temperature of 125° C. The brown reaction mixture is cooled to room temperature, diluted with 150 ml of water and extracted with three 50 ml portions of ethyl acetate. The combined extracts are washed with two 50 ml portions of water, and dried over sodium sulfate. The solvent is removed by evaporation and the crude product is chromatographed over a 35 cm column of silica gel with acetone/ethyl acetate (1:1). The eluant is removed by evaporation and the oily residue is crystallised from petroleum ether in the form of slightly yellowish crystals with a melting point of 69°-71° C.

後処理

  1. extractionextracted with three 50 ml portions of ethyl acetate
  2. washThe combined extracts are washed with two 50 ml portions of water
  3. dry with materialdried over sodium sulfate
  4. customThe solvent is removed by evaporation
  5. customthe crude product is chromatographed over a 35 cm column of silica gel with acetone/ethyl acetate (1:1)
  6. customThe eluant is removed by evaporation
  7. customthe oily residue is crystallised from petroleum ether in the form of slightly yellowish crystals with a melting point of 69°-71° C.

出典と根拠

ORDレコード
ord-e15590ecf20b4100862e6e6906885d60
出典データセット
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05266585

反応ノート

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