Lithium Hydroxide → HCID 21844877、化合物

HRID 618910

反応式

HRID 618910 の反応式
[NH:1]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:13]([CH:20](Br)[C:21]([OH:23])=[O:22])[CH2:14][CH:15](Br)[C:16]([OH:18])=[O:17].[OH-].[Li+]>O>[N:1]1([CH:15]([CH2:14][CH2:13][CH:20]([N:1]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[C:21]([OH:23])=[O:22])[C:16]([OH:18])=[O:17])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 3939Lithium HydroxideHCID 649631,4,7,10-TetraazacyclododecaneHCID 998602,5-Dibromoadipic acid

生成物 1

HCID 21844877HCID 21844877、化合物収率 51.8%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

A mixture of cyclen (60.75 g, 350 mmol), meso-2,5-dibromoadipic acid (10.57 g, 35 mmol), and 1M lithium hydroxide (70 mL, 70 mmol) in water (104 mL) was heated to 60° C. under nitrogen for 170 hours. After cooling to ambient temperature, the reaction mixture was applied to an AG1X8 anion exchange column [400 mL (OH-form)]. The column was washed thoroughly with water (4 L), and the product was eluted with 0.5M acetic acid (2 L). Fractions containing product were combined, chased with water (3×200 mL) and ethanol (3×100 mL) to yield the title product (8.75 g, 51.8%) as a white, hygroscopic foam. Unreacted cyclen was reclaimed by concentration of the first 2 L of eluent and recrystallization from water. 1H NMR: (D2O) δ 2.75-2.90 (br mult, 34H), 1.52 (br, 4H). 13C NMR: (D2O) 24.3, 40.5, 41.1, 41.3, 41.6, 43.1, 44.9, 63.0, 177.1. MS (FAB): m/e 487.4 (MH+).

後処理

  1. temperatureAfter cooling to ambient temperature
  2. washThe column was washed thoroughly with water (4 L)
  3. washthe product was eluted with 0.5M acetic acid (2 L)
  4. additionFractions containing product

出典と根拠

ORDレコード
ord-a07b91f93c0e440ca4be97a435d3f3a0
出典データセット
uspto-grants-1999_09
特許番号
US05958373

関連ノート

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