2,2,2-Trifluoroethanol → 1-{4-[5-Phenyl-4-(2,2,2-trifluoroethoxymethyl)-oxazol-2-yl]-piperidin-1-yl}-ethanone

HRID 2288959노트

반응식

HRID 2288959 반응식
Cl[CH2:2][C:3]1[N:4]=[C:5]([CH:14]2[CH2:19][CH2:18][N:17]([C:20](=[O:22])[CH3:21])[CH2:16][CH2:15]2)[O:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+].[F:25][C:26]([F:30])([F:29])[CH2:27][OH:28]>O>[C:8]1([C:7]2[O:6][C:5]([CH:14]3[CH2:19][CH2:18][N:17]([C:20](=[O:22])[CH3:21])[CH2:16][CH2:15]3)=[N:4][C:3]=2[CH2:2][O:28][CH2:27][C:26]([F:30])([F:29])[F:25])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 64092,2,2-TrifluoroethanolHCID 14798Sodium HydroxideHCID 187004361-[4-(4-Chloromethyl-5-phenyl-oxazol-2-yl)-piperidin-1-yl]ethanone

생성물 1

HCID 187004391-{4-[5-Phenyl-4-(2,2,2-trifluoroethoxymethyl)-oxazol-2-yl]-piperidin-1-yl}-ethanone

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
72 °C

실험 절차

A solution of 1-[4-(4-chloromethyl-5-phenyl-oxazol-2-yl)-piperidin-1-yl]ethanone (30 g, 94.1 mmol), prepared as in Intermediate 3B, in 2,2,2-trifluoroethanol (450 ml) is treated with a solution of NaOH (56 g, 1412 mmol) in water (150 ml). After heating at 72° C. for 15 hours, the reaction mixture is concentrated. The residue is partitioned between EtOAc and water. The aqueous phase is reextracted once with EtOAc, and the combined organic phases are washed with saturated brine, dried (Na2SO4) and concentrated to afford 1-{4-[5-phenyl-4-(2,2,2-trifluoroethoxymethyl)-oxazol-2-yl]-piperidin-1-yl}-ethanone.

후처리

  1. concentrationthe reaction mixture is concentrated
  2. customThe residue is partitioned between EtOAc and water
  3. washthe combined organic phases are washed with saturated brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7e623cfd335e4f6d8e6ec1f823c663cb
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06090825

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