Hydrochloric Acid → trans 3-Mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxamide

HRID 5397ノート

反応式

HRID 5397 の反応式
C([S:4][CH2:5][C@H:6]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]([C:16]([NH2:18])=[O:17])[NH:8][C:7]1=[O:19])(=O)C.[OH-].[Na+].Cl>C(O)C>[SH:4][CH2:5][C@H:6]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]([C:16]([NH2:18])=[O:17])[NH:8][C:7]1=[O:19]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86747204trans 3-(Acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxamide

生成物 1

HCID 86747205trans 3-Mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxamide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Trans 3-(acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxamide (0.16 g, 0.56 mmol) is dissolved in ethanol (5.0 mL). An aqueous solution of 1N sodium hydroxide (0.60 mL, 0.60 mmol) is added, and the reaction is stirred for 1 hour. The reaction is acidified with 1N hydrochloric acid to a pH of about 3, and the solvent is evaporated. The residue is partitioned between ethyl acetate and water, and the aqueous layer is extracted several times with ethyl acetate. The combined organic layers are dried (Na2SO4), and the solvent is evaporated to give trans 3-mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxamide, m.p. 185°-192° C.

後処理

  1. customthe solvent is evaporated
  2. customThe residue is partitioned between ethyl acetate and water
  3. extractionthe aqueous layer is extracted several times with ethyl acetate
  4. dry with materialThe combined organic layers are dried (Na2SO4)
  5. customthe solvent is evaporated

出典と根拠

ORDレコード
ord-b118b628f60746c29335fc3e59194550
出典データセット
uspto-grants-1993_09
特許番号
US05244889

反応ノート

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