Water → (4-Methyloxan-4-yl)methanamine

HRID 1623318노트

반응식

HRID 1623318 반응식
[CH3:1][C:2]1([C:8]#[N:9])[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].C1COCC1.O.[OH-].[Na+]>C1COCC1>[CH3:1][C:2]1([CH2:8][NH2:9])[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 235743174-Methyltetrahydro-2H-pyran-4-carbonitrileHCID 68718528lithium aluminium hydride THF

생성물 1

HCID 54165201(4-Methyloxan-4-yl)methanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a solution of 4-methyltetrahydro-2H-pyran-4-carbonitrile (1.8 g, 14.38 mmol) in THF (30 mL) was added carefully 1M LAH/THF (21.57 mL, 21.57 mmol) at 0° C. The reaction mixture was stirred for 15 min at 0° C., allowed to warm to ambient temperature and stirred for ˜3 hours at ambient temperature. To the reaction mixture was carefully added water (0.9 mL), 1N aqueous NaOH (2.7 mL) and water (0.9 mL) [Caution: gas development!]. The mixture was vigorously stirred for 30 min. The precipitate was filtered off and rinsed with THF. The solution was concentrated in vacuo providing crude (4-methyltetrahydro-2H-pyran-4-yl)methanamine as a yellowish solid, which was directly used in the next step without further purification. Yield: 1.54 g. LCMS (m/z): 130.1 [M+H]+; Retention time=0.21 min.

후처리

  1. temperatureto warm to ambient temperature
  2. stirringstirred for ˜3 hours at ambient temperature
  3. stirringThe mixture was vigorously stirred for 30 min
  4. filtrationThe precipitate was filtered off
  5. washrinsed with THF
  6. concentrationThe solution was concentrated in vacuo

출처 및 근거

ORD 기록
ord-c94f57826ce0400696bbbb595984c857
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778951B2

반응 노트

불러오는 중…