3-Hydroxybenzenethiol → 3-[(tetrahydro-2H-pyran-4-ylmethyl)sulfanyl]phenol

HRID 384460노트

반응식

HRID 384460 반응식
[SH:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C[O-].[Na+].CO.Br[CH2:15][CH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>CO>[O:19]1[CH2:20][CH2:21][CH:16]([CH2:15][S:1][C:2]2[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=2)[CH2:17][CH2:18]1

참가 물질

5

반응물 3

HCID 27366133-HydroxybenzenethiolHCID 27732864-(Bromomethyl)oxaneHCID 23694274Sodium methanolate methanol

생성물 1

HCID 595272373-[(tetrahydro-2H-pyran-4-ylmethyl)sulfanyl]phenol수율 59.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3-Sulfanylphenol (250 mg) was dissolved in methanol (5 mL), and a 28% sodium methoxide-methanol solution (0.5 mL) was added thereto, followed by stirring at room temperature for 10 minutes. 4-(Bromomethyl)tetrahydro-2H-pyrane (410 mg) was added to the reaction mixture, followed by stirring at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and then water was added to the residue, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried. The solvent was evaporated under reduced pressure, and the residue was washed with hexane to obtain 3-[(tetrahydro-2H-pyran-4-ylmethyl)sulfanyl]phenol (265 mg).

후처리

  1. stirringby stirring at room temperature for 3 hours
  2. customThe solvent was evaporated under reduced pressure
  3. additionwater was added to the residue
  4. extractionfollowed by extraction with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. customdried
  7. customThe solvent was evaporated under reduced pressure
  8. washthe residue was washed with hexane

출처 및 근거

ORD 기록
ord-a50ed59e16d641e1a36b653522c88244
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367702B2

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