Hydrochloric Acid → 3',5'-Dichloroacetophenone

HRID 1350097

반응식

HRID 1350097 반응식
CI.[Mg].[Cl:4][C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([Cl:13])[CH:12]=1)C#N.Cl.CC[O:17][CH2:18][CH3:19]>C1C=CC=CC=1.O>[Cl:4][C:5]1[CH:6]=[C:7]([C:18](=[O:17])[CH3:19])[CH:10]=[C:11]([Cl:13])[CH:12]=1

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether4회HCID 6328Methyl iodideHCID 810523,5-DichlorobenzonitrileHCID 5462224Magnesium

생성물 1

HCID 27580583',5'-Dichloroacetophenone

시약·촉매·용매 2

HCID 241Benzene용매2회HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

A solution of methyl iodide (4 mL) in anhydrous Et2O (40 mL) was dropped into a suspension of magnesium (1.6 g) in anhydrous Et2O (16 mL) under a Nitrogen atmosphere. At the end of the dropping, benzene (120 mL) was added and the Et2O eliminated with a Nitrogen flux. Then, a solution of 3,5-dichlorobenzonitrile (4 g) in benzene (48 mL) was added and the mixture was heated to reflux for 3 hours. The solution was cooled to 0° C. and a 6N hydrochloric acid solution was added and the mixture was stirred overnight at r.t. Water and Et2O were added and the layers were separated. The organic phase was washed with a saturated sodium hydrogen carbonate solution and brine, dried and concentrated in vacuo. The residue was purified by flash chromatography (CH/AcOEt 95:5) to give the title compound (2.55 g) as an orange oil.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 hours
  3. customthe layers were separated
  4. washThe organic phase was washed with a saturated sodium hydrogen carbonate solution and brine
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by flash chromatography (CH/AcOEt 95:5)

출처 및 근거

ORD 기록
ord-6242f81b8dbc4a129f3e525f0c94c963
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07214680B2

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