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Sodium Hydroxide → (2R)-4-((4-chlorophenyl)amino)-2-cyclohexyl-4-oxobutanoic acid

HRID 1162291
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HRID 1162291 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:22])[CH2:10][C@H:11]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[C:12]([O:14]C)=[O:13])=[CH:4][CH:3]=1.[OH-].[Na+]>CO.C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:22])[CH2:10][C@H:11]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[C:12]([OH:14])=[O:13])=[CH:6][CH:7]=1
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 68647026methyl(2R)-4-((4-chlorophenyl)amino)-2-cyclohexyl-4-oxobutanoate

생성물 1

HCID 68647359(2R)-4-((4-chlorophenyl)amino)-2-cyclohexyl-4-oxobutanoic acid수율 100.9%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

Methyl(2R)-4-((4-chlorophenyl)amino)-2-cyclohexyl-4-oxobutanoate (0.29 g) obtained in Example 5a) and 1 N sodium hydroxide (1.0 ml) were dissolved in methanol (12 ml) and THF (3 ml), and mixed at room temperature for 1 hour. Then, the reaction solution was concentrated under reduced pressure, acidified by adding 1 N hydrochloric acid to the concentrated solution and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound as pale brown powder (0.28 g, quantitative).

후처리

  1. concentrationThen, the reaction solution was concentrated under reduced pressure
  2. additionby adding 1 N hydrochloric acid to the concentrated solution
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-4f0face82d934771a735ae13dd1bb630
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07820673B2

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