Iodine → 3-iodo-4-methoxybenzaldehyde

HRID 1360989ノート

反応式

HRID 1360989 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.[I:11]I>ClCCl.FC(F)(F)C([O-])=O.[Ag+]>[I:11][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:3]=1[O:2][CH3:1])[CH:7]=[O:8]

参加物

5

反応物 2

HCID 807IodineHCID 312444-Methoxybenzaldehyde

生成物 1

HCID 14943763-iodo-4-methoxybenzaldehyde収率 97.7%

試薬・触媒・溶媒 2

HCID 76299Silver trifluoroacetate触媒HCID 6344Dichloromethane溶媒

実験手順

4-Methoxybenzaldehyde (0.5 g, 3.67 mmol) and silver trifluoroacetate (0.92 g, 4.19 mmol) were mixed in dichloromethane (25 mL). Iodine (1.19 g, 4.7 mmol) was added in small portions and the mixture was stirred overnight at room temperature under nitrogen. The mixture was subsequently filtered and the residue washed with DCM. The combined filtrates were treated with an aqueous sodium thiosulfate solution (1 M) until the colour disappeared. Subsequent extraction with dichloromethane (3×20 mL) followed by drying with MgSO4 and evaporation in vacuo afforded 0.94 g of 3-iodo-4-methoxybenzaldehyde.

後処理

  1. filtrationThe mixture was subsequently filtered
  2. washthe residue washed with DCM
  3. additionThe combined filtrates were treated with an aqueous sodium thiosulfate solution (1 M) until the colour
  4. extractionSubsequent extraction with dichloromethane (3×20 mL)
  5. dry with materialby drying with MgSO4 and evaporation in vacuo

出典と根拠

ORDレコード
ord-16111e0dcf994cf784ac2dd84382a8a5
出典データセット
uspto-grants-2011_02
特許番号
US07879893B2

反応ノート

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