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

HRID 602127노트

반응식

HRID 602127 반응식
[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]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 9794Ethyl trifluoroacetateHCID 232933-Hydroxypiperidine

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b402d2792c5e4687b940034055329816
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902367B2

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