Sodium Hydroxide → N-[[(4-carboxyphenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine

HRID 4366ノート

反応式

HRID 4366 の反応式
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH:14][N:15]2[CH2:20][CH:19]=[CH:18][CH2:17][CH2:16]2)=[O:13])=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO.C(Cl)(Cl)Cl>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]([NH:14][N:15]2[CH2:16][CH:17]=[CH:18][CH2:19][CH2:20]2)=[O:13])=[CH:9][CH:10]=1)([OH:4])=[O:2]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 13534723N-[[(4-methoxycarbonylphenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine

生成物 1

HCID 13534725N-[[(4-carboxyphenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine収率 56.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6212Chloroform溶媒

実験手順

To a solution of N-[[(4-methoxycarbonylphenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine (1.21 g) in a mixture of methanol (30 ml) and chloroform (30 ml) was added. 1N sodium hydroxide (10 ml) and the mixture was stirred at ambient temperature for 18 hours. After evaporation of the solvent, the residue was extracted with chloroform (20 ml×3). The extract was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel (40 g) eluting with chloroform, to give N-[[(4-carboxyphenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine (0.65 g).

後処理

  1. additionwas added
  2. customAfter evaporation of the solvent
  3. extractionthe residue was extracted with chloroform (20 ml×3)
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by column chromatography on silica gel (40 g)
  8. washeluting with chloroform

出典と根拠

ORDレコード
ord-824d03c3210447cc84bae0d08c4e9730
出典データセット
uspto-grants-1988_02
特許番号
US04725608

反応ノート

読み込み中…