Dicyclohexylcarbodiimide → 2-Pyrrolidinone, 1-((4-chlorophenyl)sulfonyl)-

HRID 1762457ノート

反応式

HRID 1762457 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][CH2:14][C:15]([OH:17])=O)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:12][CH2:13][CH2:14][C:15]2=[O:17])(=[O:10])=[O:9])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 10868DicyclohexylcarbodiimideHCID 20534824-{[(4-Chlorophenyl)sulfonyl]amino}butanoic acid

生成物 1

HCID 6675352-Pyrrolidinone, 1-((4-chlorophenyl)sulfonyl)-収率 91.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

In 20 ml of tetrahydrofuran was dissolved 2.78 g of N-(4'-chlorobenzenesulfonyl)-4-aminobutyric acid (0.01 mole). To the stirred solution on an ice bath was added 2.06 g of dicyclohexylcarbodiimide (0.01 mole), and the mixture was stirred at 0° C. for 21 hours. The reaction mixture was filtered, and the solid material was washed with anhydrous tetrahydrofuran. The filtrate and the washings were combined, and tetrahydrofuran was removed under reduced pressure. The residue thus obtained was recrystallized from a mixed solvent of chloroform-ether to give 2.37 g of N-(4'-chlorobenzenesulfonyl)-2-pyrrolidone as crystals. Physical properties were identical with those in Synthetic Example 3.

後処理

  1. filtrationThe reaction mixture was filtered
  2. washthe solid material was washed with anhydrous tetrahydrofuran
  3. customtetrahydrofuran was removed under reduced pressure
  4. customThe residue thus obtained
  5. customwas recrystallized from a mixed solvent of chloroform-ether

出典と根拠

ORDレコード
ord-4e17afe515de4ed6bdec791d6f3984de
出典データセット
uspto-grants-1989_05
特許番号
US04833156

反応ノート

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