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Potassium Carbonate → {1-[2,4-Bis(trifluoromethyl)benzyl]pyrrolidin-3-yl}methanol

HRID 1620571
ノート
印刷プレビュー

反応式

HRID 1620571 の反応式
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[C:13]([F:16])([F:15])[F:14].Cl.[NH:18]1[CH2:22][CH2:21][CH:20]([CH2:23][OH:24])[CH2:19]1.C(=O)([O-])[O-].[K+].[K+].O.C(OCC)(=O)C>CN(C)C=O>[F:14][C:13]([F:16])([F:15])[C:4]1[CH:5]=[C:6]([C:9]([F:12])([F:11])[F:10])[CH:7]=[CH:8][C:3]=1[CH2:2][N:18]1[CH2:22][CH2:21][CH:20]([CH2:23][OH:24])[CH2:19]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 5188712,4-Bis(trifluoromethyl)benzyl bromideHCID 22728543Water ethylacetateHCID 23080030(Pyrrolidin-3-yl)methanol hydrochloride

生成物 1

HCID 86678748{1-[2,4-Bis(trifluoromethyl)benzyl]pyrrolidin-3-yl}methanol収率 64.3%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

To a solution of 1-(bromomethyl)-2,4-bis(trifluoromethyl)benzene (7.29 g) in N,N-dimethylformamide (10 mL) were added pyrrolidin-3-ylmethanol hydrochloride (4.9 g) and potassium carbonate (9.84 g), and the mixture was stirred at room temperature for 3 hr. Water/ethyl acetate were added to the reaction mixture, and the organic layer was separated, washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (5.00 g).

後処理

  1. customthe organic layer was separated
  2. washwashed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-2a640e1372d14c3cbf9783f18e90b896
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08772277B2

反応ノート

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