Hydrazine hydrate (1:1) → HCID 89375802, 화합물

HRID 1752257노트

반응식

HRID 1752257 반응식
[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

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 89375787HCID 89375787, 화합물

생성물 1

HCID 89375802HCID 89375802, 화합물수율 98.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
110 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f7d82551f17048febafc97110da45c48
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09163003B2

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