Iodine → 3-iodo-4-methoxybenzaldehyde

HRID 1360989노트

반응식

HRID 1360989 반응식
[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]

참가 물질

5

반응물 2

HCID 807IodineHCID 312444-Methoxybenzaldehyde

생성물 1

HCID 14943763-iodo-4-methoxybenzaldehyde수율 97.7%

시약·촉매·용매 2

HCID 76299Silver trifluoroacetate촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-16111e0dcf994cf784ac2dd84382a8a5
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879893B2

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