Dimethylcarbamoyl Chloride → Trans-3-(4-chlorophenoxy)-4-hydroxy-N,N-dimethyl-1-pyrrolidinecarboxamide

HRID 1381220ノート

反応式

HRID 1381220 の反応式
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH:7]2[CH2:11][NH:10][CH2:9][CH:8]2[OH:12])=[CH:4][CH:3]=1.[CH3:15][N:16]([CH3:20])[C:17](Cl)=[O:18].C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][C@H:7]2[C@H:8]([OH:12])[CH2:9][N:10]([C:17]([N:16]([CH3:20])[CH3:15])=[O:18])[CH2:11]2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 13320209HCID 13320209、化合物

生成物 1

HCID 13320214Trans-3-(4-chlorophenoxy)-4-hydroxy-N,N-dimethyl-1-pyrrolidinecarboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 3.5 g. of 4-(4-chlorophenoxy)-3-pyrrolidinol, 1.8 g. of dimethylcarbamyl chloride and 1.7 g. of triethylamine in 300 ml of methylene chloride was stirred for 60 hr. The solvent was removed under vacuum, 300 ml of benezene was added and the mixture was refluxed for 2 hr., then filtered. After solvent evaporation, the residue was dissolved in cyclohexane-benzene and charcoaled. The product was then crystallized, collected by filtration and recrystallized from cyclohexane-benzene; m.p. 137°-142° C.

後処理

  1. customThe solvent was removed under vacuum, 300 ml of benezene
  2. additionwas added
  3. temperaturethe mixture was refluxed for 2 hr
  4. filtration, then filtered
  5. customAfter solvent evaporation
  6. dissolutionthe residue was dissolved in cyclohexane-benzene
  7. customThe product was then crystallized
  8. filtrationcollected by filtration
  9. customrecrystallized from cyclohexane-benzene

出典と根拠

ORDレコード
ord-a1800dec433e46b2aff70c16bb67f4c6
出典データセット
uspto-grants-1986_04
特許番号
US04585785

反応ノート

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