Thionyl Chloride → 1-Iodo-2-cyano-4-propoxy-benzene

HRID 76137노트

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HRID 76137 반응식
[I:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH3:14])=[CH:7][C:3]=1[C:4]([NH2:6])=O.O=S(Cl)Cl>CN(C=O)C>[I:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH3:14])=[CH:7][C:3]=1[C:4]#[N:6]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 666113302-Iodo-5-propoxy-benzamide

생성물 1

HCID 666142061-Iodo-2-cyano-4-propoxy-benzene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
115 °C

실험 절차

To 1.40 g (4.59 mmol) 2-iodo-5-propoxy-benzamide in 40 mL DMF are added 1.67 mL (22.9 mmol) SOCl2 and the reaction mixture is stirred at 115° C. for 1 h. The reaction is quenched by the addition of water and extracted with EtOAc (3×). The combined organic layers are washed with water and brine, dried with Na2SO4 and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, heptane/EtOAc 100/0→60/40).

후처리

  1. customThe reaction is quenched by the addition of water
  2. extractionextracted with EtOAc (3×)
  3. washThe combined organic layers are washed with water and brine
  4. dry with materialdried with Na2SO4
  5. customthe solvent is removed in vacuo
  6. customThe crude product is purified by column chromatography (silica gel, heptane/EtOAc 100/0→60/40)

출처 및 근거

ORD 기록
ord-10127b2c855b422fb590b1958f5b38b6
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835472B2

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