Hydrazine hydrate (1:1) → 2-(2,6-Diethyl-4-methylphenyl)-2-oxoacetohydrazide

HRID 335402

反応式

HRID 335402 の反応式
O.[NH2:2][NH2:3].[CH2:4]([C:6]1[CH:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH2:13][CH3:14])[C:7]=1[C:15](=[O:21])[C:16](OCC)=[O:17])[CH3:5]>CO>[CH2:4]([C:6]1[CH:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH2:13][CH3:14])[C:7]=1[C:15](=[O:21])[C:16]([NH:2][NH2:3])=[O:17])[CH3:5]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 56942718Ethyl (2,6-diethyl-4-methylphenyl)glyoxylate

生成物 1

HCID 569428732-(2,6-Diethyl-4-methylphenyl)-2-oxoacetohydrazide収率 39.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
2 °C

実験手順

To a 100 ml volume four-necked flask, methanol (22.91 g) and hydrazine hydrate (1.93 g) were added at room temperature, and cooled. Ethyl 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetate (9-a) (5.01 g) diluted with methanol (10.02 g) was added dropwise at 1° C. over 5 minutes. The resulting mixture was stirred at 2° C. for 4 hours, then the mixture was filtered. The resulting filtrate was concentrated, added tert-butyl methyl ether (41 g), and washed with brine (14 g). The resulting organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to column chromatography (silica gel: 40 g, hexane:ethyl acetate=1:1) to gave 1.88 g of 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetohydrazide ((12-1)-(11)-39).

後処理

  1. temperaturecooled
  2. additionwas added dropwise at 1° C. over 5 minutes
  3. filtrationthe mixture was filtered
  4. concentrationThe resulting filtrate was concentrated
  5. additionadded tert-butyl methyl ether (41 g)
  6. washwashed with brine (14 g)
  7. dry with materialThe resulting organic layer was dried over sodium sulfate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-6a5931a32b8f45f7b72b66bd9ce9b3d1
出典データセット
uspto-grants-2014_11
特許番号
US08884010B2

関連ノート

読み込み中…