Tetrahydrofuran → HCID 67371748, 화합물

HRID 1677086노트

반응식

HRID 1677086 반응식
O1CCCC1.C[O:7][C:8]([C@H:10]1[CH2:15][CH2:14][CH2:13][C@@H:12]([C:16]2[CH:21]=[C:20]([F:22])[C:19]([F:23])=[C:18]([F:24])[CH:17]=2)[NH:11]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C(OCC)(=O)C.O>[F:22][C:20]1[CH:21]=[C:16]([C@H:12]2[NH:11][C@@H:10]([CH2:8][OH:7])[CH2:15][CH2:14][CH2:13]2)[CH:17]=[C:18]([F:24])[C:19]=1[F:23]

참가 물질

7

반응물 4

HCID 8028Tetrahydrofuran2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 67372196methyl (2R,6S)-6-(3,4,5-trifluorophenyl)piperidine-2-carboxylate

생성물 1

HCID 67371748HCID 67371748, 화합물수율 98.4%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8857Ethyl Acetate용매

실험 절차

Under a nitrogen atmosphere, a tetrahydrofuran (10 mL) solution of (2R,6S)-6-(3,4,5-trifluorophenyl)piperidine-2-carboxylic acid methyl ester (3.25 g) was added dropwise at −20° C. into a tetrahydrofuran (50 mL) suspension of lithium aluminum hydride (621 mg). After confirming the disappearance of the raw materials, water (0.62 mL), 5 N sodium hydroxide solution (0.62 mL), and water (1.86 mL) were added in sequence to the reaction solution at the same temperature. After stirring for 15 minutes at the same temperature, ethyl acetate was added, and the resultant was filtered on celite. The filtrate was passed through a silica pad (carrier: Chromatrex NH, eluting solvent: ethyl acetate), and by removing the solvent under a vacuum, the title compound (2.87 g) was obtained. The physical property values are as follows.

후처리

  1. additionwere added in sequence to the reaction solution at the same temperature
  2. additionwas added
  3. filtrationthe resultant was filtered on celite
  4. washThe filtrate was passed through a silica pad (carrier: Chromatrex NH, eluting solvent: ethyl acetate)
  5. customby removing the solvent under a vacuum

출처 및 근거

ORD 기록
ord-cc05be737a0148189c265a275420dbea
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008293B2

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