Ethyl Acetate → Methyl 5-(4-cyanophenylamino)-3-methyl-5-oxopentanoate

HRID 2272562노트

반응식

HRID 2272562 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:18])[CH2:11][CH:12]([CH3:17])[CH2:13][C:14]([OH:16])=[O:15])=[CH:5][CH:4]=1)#[N:2].[C:19](OCC)(=O)C>S(=O)(=O)(O)O.CO>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:18])[CH2:11][CH:12]([CH3:17])[CH2:13][C:14]([O:16][CH3:19])=[O:15])=[CH:5][CH:4]=1)#[N:2]

참가 물질

5

반응물 2

HCID 8857Ethyl AcetateHCID 3981627HCID 3981627, 화합물

생성물 1

HCID 86729724Methyl 5-(4-cyanophenylamino)-3-methyl-5-oxopentanoate수율 56%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 887Methanol용매

실험 절차

A solution of 5-(4-cyanophenylamino)-3-methyl-5-oxopentanoic acid (940 mg, 3.82 mmol) and conc. sulfuric acid (1 drop) in methanol (25 mL) was heated with reflux for 14 hr. The reaction solution was cooled, and ethyl acetate was added thereto. The solution was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane) to give methyl 5-(4-cyanophenylamino)-3-methyl-5-oxopentanoate (557 mg, 2.139 mmol, 56.0%) as a white powder.

후처리

  1. temperaturewith reflux for 14 hr
  2. temperatureThe reaction solution was cooled
  3. washThe solution was washed with water and saturated brine
  4. customdried
  5. customthe solvent was evaporated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-1649ecf673174e2ea8250734fefab597
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09120776B2

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