N,N-Dimethyl-1,3-propanediamine → N-(3'-Dimethylaminopropyl)-aspartic acid-4-methyl ester

HRID 2286011

反応式

HRID 2286011 の反応式
[CH3:1][O:2][C:3](=[O:9])/[CH:4]=[CH:5]\[C:6]([OH:8])=[O:7].C(N(CC)CC)C.[CH3:17][N:18]([CH3:23])[CH2:19][CH2:20][CH2:21][NH2:22]>CC(C)=O>[CH3:1][O:2][C:3](=[O:9])[CH2:4][C@@H:5]([C:6]([OH:8])=[O:7])[NH:22][CH2:21][CH2:20][CH2:19][N:18]([CH3:23])[CH3:17]

参加物

5

反応物 3

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 8471TriethylamineHCID 5354456Monomethyl maleate

生成物 1

HCID 53987911N-(3'-Dimethylaminopropyl)-aspartic acid-4-methyl ester

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

286 g (2.0 mols+10% excess) of maleic acid-monomethyl ester are placed into a glass flask fitted with a blade stirrer, thermometer, reflux condenser and dropping funnel, and, with ice-water cooling, 400 ml of triethylamine are added dropwise at 6°-11° C. internal temperature within 1 hour and 35 minutes. The cooling is subsequently removed, 204 g (2.0 mols) of 3-dimethylaminopropylamine are quickly added, and the mixture is reacted for 10 minutes at 87°-90° C. and is then cooled to room temperature; the crystalline crude product is mixed with 1 liter of acetone, the suspension is filtered, and the filter residue is washed with acetone. The yield after drying at 80° C. in vacuo is 296 g (63.7% of theory) of a crystalline aspartic acid derivative, which melts at 171°-172° C.

後処理

  1. customfitted with a blade stirrer
  2. temperaturethermometer, reflux condenser
  3. custom35 minutes
  4. customThe cooling is subsequently removed
  5. customthe mixture is reacted for 10 minutes at 87°-90° C.
  6. filtrationthe suspension is filtered
  7. washthe filter residue is washed with acetone
  8. customThe yield
  9. customafter drying at 80° C. in vacuo

出典と根拠

ORDレコード
ord-245d1fd3d77f4498890758b8c0346dd7
出典データセット
uspto-grants-1982_04
特許番号
US04326069

関連ノート

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