Allyl Alcohol → Ethyl-3-hydroxypropylphosphinic acid

HRID 2282071노트

반응식

HRID 2282071 반응식
[CH2:1]([P:3]([OH:5])[OH:4])[CH3:2].[CH2:6]([OH:9])[CH:7]=[CH2:8].[O-]S(OOS([O-])(=O)=O)(=O)=O.[Na+].[Na+]>O>[CH2:1]([P:3]([CH2:8][CH2:7][CH2:6][OH:9])(=[O:5])[OH:4])[CH3:2]

참가 물질

5

반응물 3

HCID 7858Allyl AlcoholHCID 62655Sodium PersulfateHCID 13411864Ethylphosphonous acid

생성물 1

HCID 86656674Ethyl-3-hydroxypropylphosphinic acid수율 89%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

564 g (6 mol) of ethylphosphonous acid (produced as in Example 1) are dissolved in 860 g of water and initially charged to a 5 l five-neck flask equipped with thermometer, reflux condenser, high-performance stirrer and dropping funnel. The reaction mixture is heated to 100° C. and 406 g (7 mol) of allyl alcohol and 500 g of a 5% sodium peroxodisulfate solution (1.5 mol % based on ally alcohol) is added dropwise at atmospheric pressure over 1 h. Then, the water is distilled off in vacuo, and the residue is taken up in THF and the insoluble salts are filtered off. The solvent of the filtrate is removed in vacuo to leave 812 g (89% of theory) of ethyl-3-hydroxypropylphosphinic acid as oil.

후처리

  1. additioninitially charged to a 5 l five-neck flask
  2. customequipped with thermometer
  3. temperaturereflux condenser, high-performance stirrer
  4. additionis added dropwise at atmospheric pressure over 1 h
  5. distillationThen, the water is distilled off in vacuo
  6. filtrationthe insoluble salts are filtered off
  7. customThe solvent of the filtrate is removed in vacuo

출처 및 근거

ORD 기록
ord-bc0a6eae70b040a7a0ac099d034d0067
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139714B2

반응 노트

불러오는 중…