Hydrazine hydrate (1:1) → HCID 89375802、化合物

HRID 1752257ノート

反応式

HRID 1752257 の反応式
[CH:1]([C:3]1[O:8][CH2:7][CH2:6][CH2:5][C:4]=1[C:9]([O:11]CC)=O)=O.O.[NH2:15][NH2:16]>CO>[O:8]1[C:3]2[CH:1]=[N:15][NH:16][C:9](=[O:11])[C:4]=2[CH2:5][CH2:6][CH2:7]1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 89375787HCID 89375787、化合物

生成物 1

HCID 89375802HCID 89375802、化合物収率 98.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
110 °C

実験手順

To a stirred 0° C. mixture of ethyl 6-formyl-3,4-dihydro-2H-pyran-5-carboxylate (1.705 g, 9.26 mmol) in methanol (80 mL) was added very quickly 35% hydrazine hydrate (0.311 g, 9.72 mmol). After 20 minutes, the solvent was removed under reduced pressure, and the residue was treated with acetic acid (70 mL) and water (7 mL) and stirred at 110° C. for 20 minutes. The solvents were removed in vacuo. The crude residue was eluted by silica gel chromatography with a 0 to 25% gradient of methanol/dichloromethane to afford the title compound (1.384 g) as a light yellow solid in better than 90% purity. MS (ESI) [m/e, (M+H)+]=153.2. 1H NMR (400 MHz, chloroform-d) δ ppm 10.56 (br s, 1H), 7.53 (s, 1H), 4.17-4.35 (m, 2H), 2.57 (t, J=6.57 Hz, 2H), 1.99-2.08 (m, 2H).

後処理

  1. customthe solvent was removed under reduced pressure
  2. additionthe residue was treated with acetic acid (70 mL) and water (7 mL)
  3. customThe solvents were removed in vacuo
  4. washThe crude residue was eluted by silica gel chromatography with a 0 to 25% gradient of methanol/dichloromethane

出典と根拠

ORDレコード
ord-f7d82551f17048febafc97110da45c48
出典データセット
uspto-grants-2015_10
特許番号
US09163003B2

反応ノート

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