Sodium Hydroxide → HCID 19095406、化合物

HRID 486517ノート

反応式

HRID 486517 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]([CH2:14][CH2:15][NH:16][C:17](=O)[CH3:18])[CH:11]=[CH:12][CH:13]=2)=[CH:5][CH:4]=1.P(Cl)(Cl)(Cl)=O.[OH-].[Na+].[C:27]([OH:34])(=[O:33])/[CH:28]=[CH:29]/[C:30]([OH:32])=[O:31]>O.C(O)C>[C:27]([OH:34])(=[O:33])/[CH:28]=[CH:29]/[C:30]([OH:32])=[O:31].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]3[CH2:14][CH2:15][N:16]=[C:17]([CH3:18])[C:11]3=[CH:12][CH:13]=2)=[CH:5][CH:4]=1

参加物

7

反応物 4

HCID 14798Sodium Hydroxide2 回HCID 24813Phosphorus oxychlorideHCID 444972Fumaric AcidHCID 19095262N-[2-[2-(4-Methoxyphenyl)-1H-pyrrol-1-yl]ethyl]acetamide

生成物 1

HCID 19095406HCID 19095406、化合物収率 42%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

N-[2-[2-(p-Methoxyphenyl)-pyrrol-1-yl]ethyl]-acetamide (2.1 g) was treated with 10 ml of phosphorus oxychloride under argon and boiled for 1/2 hour while stirring. The reaction mixture was hydrolyzed at 0° C. with 100 ml of 2N sodium hydroxide solution and 50 ml of 28% sodium hydroxide solution, diluted with 600 ml of water and extracted three times with 100 ml of methylene chloride each time. The organic extracts were combined, dried with MgSO4 and freed from solvent. 1.0 g of a total of 2.0 g of crude product was dissolved in a 40-fold amount of ethanol and treated with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. There was obtained 0.6 g (42%) of 3,4-dihydro-6-(p-methoxyphenyl)-1-methyl-pyrrolo[1,2-a]pyrazine fumarate (1:1); m.pt.: 167°-169° C. (dec.).

後処理

  1. extractionextracted three times with 100 ml of methylene chloride each time
  2. dry with materialdried with MgSO4
  3. dissolution1.0 g of a total of 2.0 g of crude product was dissolved in a 40-fold amount of ethanol

出典と根拠

ORDレコード
ord-8d1acd49ce3b4d6886cf8fd5984397f2
出典データセット
uspto-grants-1994_03
特許番号
US05292732

反応ノート

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