Ethyl Acetate → (E)-tert-butyl 4-hydroxy-4-(4,4,4-trifluorobut-1-enyl)piperidine-1-carboxylate

HRID 514867노트

반응식

HRID 514867 반응식
C([O:4][C:5]1(/[CH:18]=[CH:19]/[CH2:20][C:21]([F:24])([F:23])[F:22])[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1)(=O)C.[OH-].[Na+].CC(=O)OCC>CO>[OH:4][C:5]1(/[CH:18]=[CH:19]/[CH2:20][C:21]([F:24])([F:22])[F:23])[CH2:6][CH2:7][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:15])[CH3:16])=[O:12])[CH2:9][CH2:10]1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 90447582HCID 90447582, 화합물

생성물 1

HCID 90447581(E)-tert-butyl 4-hydroxy-4-(4,4,4-trifluorobut-1-enyl)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a mixture of (E)-tert-butyl 4-acetoxy-4-(4,4,4-trifluorobut-1-enyl)piperidine-1-carboxylate (200 mg, 0.57 mmol) in methanol (5 mL) was added 2M NaOH (2 mL, 4 mmol), the mixture was held stirring at r.t. for 16 hrs, when TLC (20% EA/PE) indicated completion of the reaction. The mixture was concentrated in vacuo, the residue was diluted with brine and extracted with EtOAc, and the organic layer was concentrated in vacuo to get the crude product, which was used directly for the next step.

후처리

  1. customcompletion of the reaction
  2. concentrationThe mixture was concentrated in vacuo
  3. additionthe residue was diluted with brine
  4. extractionextracted with EtOAc
  5. concentrationthe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-f3c1b37c56bb4fe69ef73011534af4e4
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108921B2

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