Piperidine → 3-(3-Fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid

HRID 619608노트

반응식

HRID 619608 반응식
[CH3:1][C:2]([CH3:7])=[CH:3][C:4]([OH:6])=[O:5].[F:8][C:9]1[CH:10]=[C:11]([SH:17])[CH:12]=[CH:13][C:14]=1[O:15][CH3:16].N1CCCCC1>CCOC(C)=O>[F:8][C:9]1[CH:10]=[C:11]([S:17][C:2]([CH3:7])([CH3:1])[CH2:3][C:4]([OH:6])=[O:5])[CH:12]=[CH:13][C:14]=1[O:15][CH3:16]

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 109313-Methyl-2-butenoic acidHCID 27590073-Fluoro-4-methoxythiophenol2회

생성물 1

HCID 218466493-(3-Fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid수율 101.1%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
105 °C

실험 절차

A heavy-walled screw cap tube was charged with 3-methyl-2-butenoic acid (1.23 g, 12.33 mmol), 3-fluoro-4-methoxy thiophenol (Compound 200, 1.95 g, 12.33 mmol), and piperidine (314.8 mg, 3.70 mmol). This mixture was heated to 105° C. for 23 hours, cooled to room temperature and dissolved in EtOAc (100mL). The resulting solution was washed with 1M aqueous HCl, H2O, and saturated aqueous NaCl before being dried over Na2SO4. Concentration of the dry solution under reduced pressure afforded 3.22 g of a clear yellow oil which was used in the next reaction without further purification. 1H NMR (300 MHz, CDCl3) δ: 7.32 (2H, m), 6.94 (1H, t, J=8.4 Hz), 3.92 (3H, s), 2.54 (2H, s), 1.41 (6H, s).

후처리

  1. customA heavy-walled screw cap tube
  2. temperaturecooled to room temperature
  3. washThe resulting solution was washed with 1M aqueous HCl, H2O, and saturated aqueous NaCl
  4. dry with materialbefore being dried over Na2SO4

출처 및 근거

ORD 기록
ord-61f98eb6c00e4b1b912fd8b5129f8fd8
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05958954

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