Potassium Iodide → HCID 10610741, 화합물

HRID 552998

반응식

HRID 552998 반응식
[CH3:1][O:2][C:3](=[O:14])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-:13])=[O:12].C(=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1.[I-].[K+].Cl[CH2:42][C:43](=[O:45])[CH3:44]>C(#N)C>[CH3:1][O:2][C:3](=[O:14])[CH:4]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-:13])=[O:12])[CH2:42][C:43](=[O:45])[CH3:44]

참가 물질

7

반응물 5

HCID 4875Potassium IodideHCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 520464Methyl 2-(2-nitrophenyl)acetate

생성물 1

HCID 10610741HCID 10610741, 화합물수율 51%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
70 °C

실험 절차

A three-neck round bottom flask with magnetic stirrer was charged with crude (2-nitro-phenyl)-acetic acid methyl ester (7.23 g, 37.0 mmol), potassium carbonate (46.1 g, 33.3 mmol), 18-crown-6 (0.650 g), and potassium iodide (0.650 g) under an argon atmosphere. To the flask was added acetonitrile (80 mL) and the mixture heated at 70° C. for one hour. To the reaction was added chloroacetone (3.50 mL, 44.0 mmol) and the reaction stirred at 70° C. under argon for 18-20 hours. The reaction was cooled to room temperature and filtered through a pad of celite. The resulting filtrate was concentrated in vacuo to afford 9.64 g of crude material. Purification via flash chromatography (0-40% ethyl acetate/hexanes eluent) yielded 4.74 g of 2-(2-nitro-phenyl)4-oxo-pentanoic acid methyl ester (51%).

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationfiltered through a pad of celite
  3. concentrationThe resulting filtrate was concentrated in vacuo
  4. customto afford 9.64 g of crude material
  5. customPurification via flash chromatography (0-40% ethyl acetate/hexanes eluent)

출처 및 근거

ORD 기록
ord-272c67885f4341759f6c4c0c5ff34356
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951950B2

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