4-Methylmorpholine → N1-(2-amino-2-methylpropyl)-N2-phenylacetylglycinamide

HRID 1659356ノート

反応式

HRID 1659356 の反応式
[C:1]1([CH2:7][C:8]([NH:10][CH2:11][C:12]([OH:14])=O)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN1CCOCC1.ClC(OCC)=O.[NH2:28][CH2:29][C:30]([NH2:33])([CH3:32])[CH3:31].C(=O)([O-])[O-].[K+].[K+]>O.C(Cl)(Cl)Cl>[NH2:33][C:30]([CH3:32])([CH3:31])[CH2:29][NH:28][C:12](=[O:14])[CH2:11][NH:10][C:8](=[O:9])[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

8

反応物 5

HCID 79724-MethylmorpholineHCID 10928Ethyl chloroformateHCID 11430Potassium CarbonateHCID 131282-MethylpropylenediamineHCID 68144Phenylacetylglycine

生成物 1

HCID 13454864N1-(2-amino-2-methylpropyl)-N2-phenylacetylglycinamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

反応条件

温度
-23 °C

実験手順

A mixture of phenylacetylglycine (10.0 g.), N-methyl morpholine (5.78 ml.) and chloroform (60 ml.) was stirred for 5 minutes. After cooling to -23° C., ethyl chloroformate (4.7 ml.) was added rapidly to the mixture during 1 minute, whereupon the temperture of the mixture rose to -15° C. After stirring for 1 minute, 1,2-diamino-2-methyl-propane (5.4 ml.) was added rapidly to the reaction mixture and the temperature was allowed to rise to room-temperature. After 1 hour at room temperature, the reaction mixture was poured into water (50 ml.) and the organic layer discarded. The aqueous layer was basified with excess potassium carbonate, and extracted with chloroform (4×100 ml.). The combined extracts were dried (MgSO4) and evaporated. Trituration and filtration of the solid residue with ether gave N1 -(2-amino-2-methylpropyl)-N2 -phenylacetylglycinamide as a solid (8.8 g.), m.p. 150°-155° C.

後処理

  1. customrose to -15° C
  2. stirringAfter stirring for 1 minute
  3. waitAfter 1 hour at room temperature
  4. extractionextracted with chloroform (4×100 ml.)
  5. dry with materialThe combined extracts were dried (MgSO4)
  6. customevaporated
  7. filtrationTrituration and filtration of the solid residue with ether

出典と根拠

ORDレコード
ord-8244ff0c080246bba8faaf64ab9b70dd
出典データセット
uspto-grants-1981_12
特許番号
US04303649

反応ノート

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