Diethyl Ether → HCID 59339307、化合物

HRID 1024358

反応式

HRID 1024358 の反応式
O.[NH2:2][NH2:3].C(OCC)C.[CH3:9][C:10](=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:11]=O>O>[CH3:9][CH:10]1[CH:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[NH:3][N:2]=[CH:11]1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 75572-Methylcinnamic aldehydeHCID 24654Hydrazine hydrate (1:1)

生成物 1

HCID 59339307HCID 59339307、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

5.22 ml (1 equiv.) hydrazine hydrate was added to 100 mL diethylether. The emulsion was cooled with an ice bath. 15.0 mL 2-Methyl-3-phenyl-propenal was added dropwise, and the mixture was stirred overnight at room temperature. H2O was added, the organic layer was separated and the aqueous layer was extracted with diethylether. The combined organic layers were dried over Na2SO4, filtrated and concentrated in vacuo. Vacuum destillation yielded 5.9 g of desired product (mixture of diastereomeric pairs) as a clear fluid (76-82° C., 0.2-0.3 mbar). 1H NMR (400 MHz, CDCl3) of first diastereomeric pair: δ 0.71 (d, J=7 Hz), 3H), 3.20-3.31 (m, 1H), 4.77 (d, J=10 Hz, 1H), 6.73 (br s, 1H), 7.23-7.42 (m, 5H), 8.55-8.60 (m, 2H). 1H NMR (400 MHz, CDCl3) of second diastereomeric pair: δ 1.24 (d, J=7 Hz), 3H), 2.90-3.11 (m, 1H), 4.22 (d, J=11 Hz, 1H), 6.71 (br s, 1H), 7.23-7.42 (m, 5H), 8.55-8.60 (m, 2H).

後処理

  1. temperatureThe emulsion was cooled with an ice bath
  2. customthe organic layer was separated
  3. extractionthe aqueous layer was extracted with diethylether
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltrated
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-88d12fe8045944118e1ee305342321f0
出典データセット
uspto-grants-2014_05
特許番号
US08722887B2

関連ノート

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