Sodium Carbonate → 1-[3-Methoxy-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol

HRID 2198052

反応式

HRID 2198052 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)[NH2:6].Br[CH2:15][CH:16]([OH:20])[CH2:17][CH2:18]Br.C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:6]2[CH2:18][CH2:17][CH:16]([OH:20])[CH2:15]2)[CH:7]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:9]=1

参加物

4

反応物 3

HCID 10340Sodium CarbonateHCID 295701,4-Dibromo-2-butanolHCID 6056715-(Trifluoromethyl)-m-anisidine

生成物 1

HCID 670222831-[3-Methoxy-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol収率 47%

実験手順

3-Methoxy-5-(trifluoromethyl)aniline (15.0 g) and 1,4-dibromobutan-2-ol (18.3 g) were stirred at 100° C. for 3 hr. After cooling to room temperature, to the reaction mixture was added saturated aqueous sodium carbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 90:10-50:50) to give the title compound (9.57 g, yield 47%) as an orange oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated
  6. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate 90:10-50:50)

出典と根拠

ORDレコード
ord-3ccd6a71f3a2457f9a639a45b543f266
出典データセット
uspto-grants-2012_12
特許番号
US08338622B2

関連ノート

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