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

HRID 1162291
ノート
印刷プレビュー

反応式

HRID 1162291 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4f0face82d934771a735ae13dd1bb630
出典データセット
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07820673B2

反応ノート

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