Tert-Butylamine → (S)-3-(tert-Butylamino)propane-1,2-diol

HRID 2289169

反応式

HRID 2289169 の反応式
[CH2:1]1[O:3][C@H:2]1[CH2:4][OH:5].[C:6]([NH2:10])([CH3:9])([CH3:8])[CH3:7]>O>[C:6]([NH:10][CH2:1][C@H:2]([OH:3])[CH2:4][OH:5])([CH3:9])([CH3:8])[CH3:7]

参加物

4

反応物 2

HCID 6385Tert-ButylamineHCID 6973630(-)-Glycidol

生成物 1

HCID 2733671(S)-3-(tert-Butylamino)propane-1,2-diol収率 78%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

(S)-Glycidol was added dropwise, with stirring, to a mixture of 54.7 g of tert-butylamine and 25 mL of water, heated at reflux. The resulting mixture was heated at reflux for 12 h, and was thereafter allowed to cool to room temperature. The mixture was concentrated in vacuo and was treated with ether to effect crystallization. 28.6 g (78%) of crystalline product was thus obtained: 1H NMR (CDCl3) δ1.0 (s, C(CH3)3), 2.4-2.6 (m), 3.3-4.2 (m); 13C NMR (CDCl3) δ28.6 (3 CH3), 45.2 (CH2NH), 50.2 (C(CH3)3), 65.5 (CH2OH), 70.6 (CHOH).

後処理

  1. temperatureheated
  2. temperatureat reflux
  3. temperatureThe resulting mixture was heated
  4. temperatureat reflux for 12 h
  5. concentrationThe mixture was concentrated in vacuo
  6. additionwas treated with ether
  7. customcrystallization

出典と根拠

ORDレコード
ord-9aa4c8d18b434bbea59198306eded1ee
出典データセット
uspto-grants-2000_07
特許番号
US06090950

関連ノート

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