Water → HCID 178461461, 화합물

HRID 19302노트

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HRID 19302 반응식
C[O:2][C:3](=[O:25])[CH:4]([N:11]1[CH2:15][C:14]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])=[CH:13][C:12]1=[O:24])[CH2:5][C@H:6]1[CH2:9][C@H:8]([CH3:10])[CH2:7]1.O.O.[OH-].[Li+]>O1CCCC1>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[O:16][C:14]1[CH2:15][N:11]([CH:4]([CH2:5][C@H:6]2[CH2:7][C@H:8]([CH3:10])[CH2:9]2)[C:3]([OH:25])=[O:2])[C:12](=[O:24])[CH:13]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 178500466HCID 178500466, 화합물

생성물 1

HCID 178461461HCID 178461461, 화합물수율 100.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

In a flask was placed 2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-3-(trans-3-methyl-cyclobutyl)-propionic acid methyl ester (107 mg, 0.29 mmol) dissolved in a 1:1 solution of tetrahydrofuran:water (8 mL). To this mixture was added lithium hydroxide monohydrate (25 mg, 0.58 mmol) and the resulting mixture stirred for 1.5 h at 25° C. After such time, the mixture was concentrated in vacuo to remove the tetrahydrofuran and partioned between 1N aqueous hydrochloric acid (10 mL) and ethyl acetate (10 mL). The organic layer was separated and dried over sodium sulfate and concentrated in vacuo to afford 2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-3-(trans-3-methyl-cyclobutyl)-propionic acid (102 mg, 100%) as a light amber semi-solid: HR-ES-MS m/z calculated for C18H20NO4Cl [M+H]+ 350.1154, observed 350.1154.

후처리

  1. customIn a flask was placed
  2. concentrationAfter such time, the mixture was concentrated in vacuo
  3. customto remove the tetrahydrofuran
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-07c9b277403744c4a5b41286252054d0
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741327B2

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