Water → HCID 61264029, 화합물

HRID 272809

반응식

HRID 272809 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([C:15]2([C:21]#[N:22])[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[CH:12]=[CH:13][CH:14]=1.O.[OH-].[Na+]>C(OCC)C>[CH3:7][O:8][C:9]1[CH:10]=[C:11]([C:15]2([CH2:21][NH2:22])[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[CH:12]=[CH:13][CH:14]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 187863664-(3-Methoxyphenyl)oxane-4-carbonitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 61264029HCID 61264029, 화합물수율 94%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

반응 조건

온도
0 °C

실험 절차

To a stirred suspension of LiAlH4 (3.7 g, 96.7 mmol) in diethyl ether (100 mL) cooled at 0° C. was added dropwise a solution of 4-(3-methoxyphenyl)-tetrahydro-pyran-4-carbonitrile (4.2 g, 19.3 mmol) in diethyl ether (100 mL). After being stirred at room temperature for 30 min, the reaction mixture was refluxed for another 15 min. The mixture was cooled to 10° C. and water, sodium hydroxide (15% w/v in water, 0.48 mL) and water again were successively added dropwise. After being stirred for 15 min at room temperature, the mixture was filtered over diatomaceous earth and concentrated. The residue was purified with flash chromatography (DCM/MeOH: 95/5) to provide (4-(3-methoxyphenyl)tetrahydro-pyran-4-yl]methylamine (4 g, 94%).

후처리

  1. temperaturethe reaction mixture was refluxed for another 15 min
  2. temperatureThe mixture was cooled to 10° C.
  3. stirringAfter being stirred for 15 min at room temperature
  4. filtrationthe mixture was filtered over diatomaceous earth
  5. concentrationconcentrated
  6. customThe residue was purified with flash chromatography (DCM/MeOH: 95/5)

출처 및 근거

ORD 기록
ord-3409e452878b43d78546b9be2173f632
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456164B2

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