Dimethylformamide → Ethylene glycol di(1-hydroxyethyl) ether

HRID 377533

반응식

HRID 377533 반응식
C(N(CC)CC)C.ClC(OCC[O:14][CH:15](Cl)[CH3:16])C.Cl[Si](C)(C)C.[C:23]([O:26][CH2:27][CH3:28])(=[O:25])[CH3:24].CN(C)C=[O:32]>O>[OH:25][CH:23]([O:26][CH2:27][CH2:28][O:14][CH:15]([OH:32])[CH3:16])[CH3:24]

참가 물질

7

반응물 5

HCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 14946184Ethylene glycol di(1-chloroethyl) ether

생성물 1

HCID 20142967Ethylene glycol di(1-hydroxyethyl) ether

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The thus obtained partially hydroxycarbonylmethylated polyhydroxystyrene, 90 g, was dissolved in 180 g of N,N-dimethylformamide. With stirring under ice cooling, 40.5 g of triethylamine and then 1.7 g of ethylene glycol di(1-chloroethyl) ether were added. Reaction was carried out for 30 minutes under ice cooling, 24.2 g of chlorotrimethylsilane was added, and reaction was carried out for a further 2 hours at room temperature. To the reaction mixture were added 500 g of ethyl acetate and 300 g of water, followed by separation. The ethyl acetate layer was washed twice with 300 g of water and then concentrated in vacuum. The residue was dissolved in 300 g of methanol and added dropwise to 20 liters of water whereupon a powdery solid precipitated. The solid was collected by filtration, washed with 20 liters of water, and dried in vacuum at 40° C. for 24 hours. On 1H-NMR analysis, it was identified to be a polymer (Polym. 9) in which 25.0 mol % of the hydrogen atoms of hydroxyl groups in polyhydroxystyrene were replaced by trimethylsilyl groups, and the carboxyl group moieties which had been introduced in an amount of 2.0 mol % formed ester bonds with alcoholic hydroxyl groups of ethylene glycol di(1-hydroxyethyl) ether to provide crosslinking.

후처리

  1. customThe thus obtained partially hydroxycarbonylmethylated polyhydroxystyrene, 90 g
  2. customReaction
  3. customreaction
  4. waitwas carried out for a further 2 hours at room temperature
  5. customfollowed by separation
  6. washThe ethyl acetate layer was washed twice with 300 g of water
  7. concentrationconcentrated in vacuum
  8. dissolutionThe residue was dissolved in 300 g of methanol
  9. additionadded dropwise to 20 liters of water whereupon a powdery solid
  10. customprecipitated
  11. filtrationThe solid was collected by filtration
  12. washwashed with 20 liters of water
  13. customdried in vacuum at 40° C. for 24 hours
  14. additionthe carboxyl group moieties which had been introduced in an amount of 2.0 mol %

출처 및 근거

ORD 기록
ord-a986538f117f4f54b7fde7765b1d23f4
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06027854

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