Benzonitrile → HCID 59272919, 화합물

HRID 1929751노트

반응식

HRID 1929751 반응식
[NH2:1][C@@H:2]([CH2:7][OH:8])[CH2:3][CH2:4][S:5][CH3:6].[C:9](#N)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>[Br-].[Zn+2].[Br-]>[CH3:6][S:5][CH2:4][CH2:3][C@@H:2]1[CH2:7][O:8][C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:1]1

참가 물질

4

반응물 2

HCID 7505BenzonitrileHCID 7000073D-Methioninol

생성물 1

HCID 59272919HCID 59272919, 화합물수율 48.6%

시약·촉매·용매 1

HCID 10421208Zinc bromide촉매

반응 조건

온도
120 °C

실험 절차

A mixture of (R)-methioninol (4.95 g), benzonitrile (8.3 mL) and zinc bromide (250 mg) was stirred at 120° C. for 90 hours under nitrogen gas atmosphere. After cooling to room temperature, the reaction mixture was filtered and the filtrate was washed with water and a brine, dried over magnesium sulfate and filtered again. The filtrate was concentrated in vacuo and the resultant crude product was purified by a column chromatography on silica gel (solvent; hexane/ethyl acetate=5/1 to 3/1) to give (R)-4-(2-methylthioethyl)-2-phenyl-4,5-dihydrooxazole (3.94 g, yield: 48.6%) as a colorless oil.

후처리

  1. temperatureAfter cooling to room temperature
  2. filtrationthe reaction mixture was filtered
  3. washthe filtrate was washed with water
  4. dry with materiala brine, dried over magnesium sulfate
  5. filtrationfiltered again
  6. concentrationThe filtrate was concentrated in vacuo
  7. customthe resultant crude product was purified by a column chromatography on silica gel (solvent; hexane/ethyl acetate=5/1 to 3/1)

출처 및 근거

ORD 기록
ord-447f02eb0082426faa912d1d62a8f496
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188097B2

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