Sodium Hydroxide → Ammonium Hydroxide

HRID 2288960노트

반응식

HRID 2288960 반응식
[C:1]1([C:7]2[O:11][C:10]([CH:12]3[CH2:17][CH2:16][N:15](C(=O)C)[CH2:14][CH2:13]3)=[N:9][C:8]=2[CH2:21][O:22][CH2:23][C:24]([F:27])([F:26])[F:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO.O>[NH4+:9].[OH-:11].[C:1]1([C:7]2[O:11][C:10]([CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[N:9][C:8]=2[CH2:21][O:22][CH2:23][C:24]([F:25])([F:26])[F:27])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 2

HCID 14798Sodium HydroxideHCID 187004391-{4-[5-Phenyl-4-(2,2,2-trifluoroethoxymethyl)-oxazol-2-yl]-piperidin-1-yl}-ethanone

생성물 2

HCID 14923Ammonium Hydroxide수율 1%HCID 187004502-(4-Piperidinyl)-4-(2,2,2-trifluoroethoxymethyl)-5-phenyloxazole

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

1-{4-[5-phenyl-4-(2,2,2-trifluoroethoxymethyl)-oxazol-2-yl]-piperidin-1-yl}-ethanone, prepared as in Part A, is redissolved in MeOH (450 ml) and treated with a solution of NaOH (56 g, 1412 mmol) in water (150 ml). After heating at 70 C for 20 hours, the reaction mixture is concentrated and the residue partitioned between EtOAc and water. The aqueous phase is reextracted six times with EtOAc, and the combined organic phases washed with saturated brine, dried (Na2SO4) and concentrated to a yellow oil which is purified by chromatography on silica using 10% MeOH: 89% CH2Cl2 : 1% NH4OH to afford the title compound as a yellow solid.

후처리

  1. temperatureAfter heating at 70 C for 20 hours
  2. concentrationthe reaction mixture is concentrated
  3. customthe residue partitioned between EtOAc and water
  4. washthe combined organic phases washed with saturated brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated to a yellow oil which
  7. customis purified by chromatography on silica using 10% MeOH

출처 및 근거

ORD 기록
ord-0d3e22d342cd4f62961d20939ebacccc
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06090825

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