Propylene Oxide → 1,3-Di-(beta-hydroxy-n-propyl)-5-ethyl-5-methylhydantoin

HRID 903338

반응식

HRID 903338 반응식
[CH2:1]([C:3]1([CH3:10])[NH:7][C:6](=[O:8])[NH:5][C:4]1=[O:9])[CH3:2].[CH2:11]1[O:14][CH:12]1[CH3:13]>Cl.[Cl-].[Li+].CN(C)C=O>[OH:14][CH:12]([CH3:11])[CH2:13][N:7]1[C:3]([CH2:1][CH3:2])([CH3:10])[C:4](=[O:9])[N:5]([CH2:11][CH:12]([OH:14])[CH3:13])[C:6]1=[O:8]

참가 물질

6

반응물 2

HCID 6378Propylene OxideHCID 821625-Ethyl-5-methylhydantoin

생성물 1

HCID 233382211,3-Di-(beta-hydroxy-n-propyl)-5-ethyl-5-methylhydantoin수율 99.7%

시약·촉매·용매 3

HCID 313Hydrochloric Acid촉매HCID 433294Lithium Chloride촉매HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

A mixture of 256.3 g of 5-ethyl-5-methylhydantoin (1.805 mols), 675 ml of dimethylformamide and 4.51 g of lithium chloride is stirred at 50° C. 288.0 g of propene oxide (4.96 mols) are slowly added dropwise over the course of 2 hours. Thereafter the temperature is gradually raised to 90° C. over the course of 10 hours. The reaction mixture is brought to pH=7 with 4 drops of 2 N hydrochloric acid, filtered and concentrated on a rotational evaporator at 90° C. bath temperature, under a waterpump vacuum. It is then treated at 90° C. under 0.1 mm Hg until the weight remains constant. 465 g of a clear pale yellow product (99.5% of theory) are obtained.

후처리

  1. temperatureThereafter the temperature is gradually raised to 90° C. over the course of 10 hours
  2. filtrationfiltered
  3. concentrationconcentrated on a rotational evaporator at 90° C. bath temperature
  4. additionIt is then treated at 90° C. under 0.1 mm Hg until the weight

출처 및 근거

ORD 기록
ord-551b5c462c5f49aa86863b2dc06c5591
출처 데이터셋
uspto-grants-1980_10
특허 번호
US04227005

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