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

HRID 384460ノート

反応式

HRID 384460 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a50ed59e16d641e1a36b653522c88244
出典データセット
uspto-grants-2013_02
特許番号
US08367702B2

反応ノート

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