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

HRID 2288959ノート

反応式

HRID 2288959 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
72 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7e623cfd335e4f6d8e6ec1f823c663cb
出典データセット
uspto-grants-2000_07
特許番号
US06090825

反応ノート

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