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

HRID 2272562ノート

反応式

HRID 2272562 の反応式
[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]

参加物

5

反応物 2

HCID 8857Ethyl AcetateHCID 3981627HCID 3981627、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-1649ecf673174e2ea8250734fefab597
出典データセット
uspto-grants-2015_09
特許番号
US09120776B2

反応ノート

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