Triethylamine → 2,2,2-Trifluoro-1-(3-hydroxypiperidin-1-yl)ethanone

HRID 602127ノート

反応式

HRID 602127 の反応式
[F:1][C:2]([F:9])([F:8])[C:3]([O:5]CC)=O.C(N(CC)CC)C.[OH:17][CH:18]1[CH2:23][CH2:22][CH2:21][NH:20][CH2:19]1>C(O)C>[F:9][C:2]([F:1])([F:8])[C:3]([N:20]1[CH2:21][CH2:22][CH2:23][CH:18]([OH:17])[CH2:19]1)=[O:5]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 9794Ethyl trifluoroacetateHCID 232933-Hydroxypiperidine

生成物 1

HCID 589925842,2,2-Trifluoro-1-(3-hydroxypiperidin-1-yl)ethanone収率 85.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl trifluoroacetate (1.31 mL, 11.0 mmol) and triethylamine (1.68 mL, 12.0 mmol) were added to 3-hydroxypiperidine (1.01 g, 10.0 mmol) in ethanol (10 mL). The mixture was stirred at room temperature for 8 hours. Subsequently, the reaction mixture was concentrated and water was added. The mixture was then extracted with ethyl acetate and the extract washed with brine and dried over magnesium sulfate. Purification of the residue by silica gel column chromatography (hexane:ethyl acetate=10:1->2:1) gave 1.68 g (85%) of the desired compound as a colorless oil.

後処理

  1. concentrationSubsequently, the reaction mixture was concentrated
  2. additionwater was added
  3. extractionThe mixture was then extracted with ethyl acetate
  4. washthe extract washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customPurification of the residue by silica gel column chromatography (hexane:ethyl acetate=10:1->2:1)

出典と根拠

ORDレコード
ord-b402d2792c5e4687b940034055329816
出典データセット
uspto-grants-2011_03
特許番号
US07902367B2

反応ノート

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