Diethyl Ether → HCID 86740393、化合物

HRID 465053ノート

反応式

HRID 465053 の反応式
[CH2:1]([O:3][C:4](=[O:8])[CH2:5][NH:6][CH3:7])[CH3:2].[CH2:9](N(CC)CC)C.[Cl:16][C:17](Cl)(CCl)[C:18]#[N:19].C(OCC)C>O1CCCC1>[Cl:16][C:17](=[CH:7][N:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:8])[CH3:9])[C:18]#[N:19]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 131332,2,3-TrichloropropanenitrileHCID 95849Glycine, N-methyl-, ethyl ester

生成物 1

HCID 86740393HCID 86740393、化合物収率 96%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A mixture of sarcosine ethyl ester (58.5 g, 0.499 mol), tetrahydrofuran (200 ml) and triethylamine (101.2 g, 1 mol) is added dropwise within 15 minutes to a solution of 2,2,3-trichloropropionitrile (79.0, 0.499 mol) in tetrahydrofuran (200 ml). Within 1 hour, the temperature of the mixture rises spontaneously to 30° C. To complete the reaction, the mixture is then refluxed for 3 hours. It is left to cool, stirred into diethyl ether (4 liters), filtered to remove the precipitated triethylamine hydrochloride and the etheral solution is concentrated. The residue is distilled under high vacuum to give a colorless oil (97.1 g), boiling point 0.3 mm Hg 120°-130° C. containing both isomers in a ratio of approximetely 1:1 according to 1H-NMR spectroscopy. An isomer, presumably the isomer of (E) configuration, crystallises out of this oil occasionally, mp. 57° C.

後処理

  1. customrises spontaneously to 30° C
  2. customthe reaction
  3. temperaturethe mixture is then refluxed for 3 hours
  4. waitIt is left
  5. temperatureto cool
  6. filtrationfiltered
  7. customto remove the precipitated triethylamine hydrochloride
  8. concentrationthe etheral solution is concentrated
  9. distillationThe residue is distilled under high vacuum

出典と根拠

ORDレコード
ord-b02f2fea7a794aba9f67be2f82feb21e
出典データセット
uspto-grants-1985_10
特許番号
US04550107

反応ノート

読み込み中…