Triethylamine → Triethylene glycol di(1-hydroxyethyl) ether

HRID 377530

反応式

HRID 377530 の反応式
C(N(CC)CC)C.Cl[CH:9]([O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17]CCOC(Cl)C)[CH3:10].C([O:26]C(Cl)C)C.[C:30]([O:33][CH2:34][CH3:35])(=[O:32])[CH3:31]>CN(C)C=O.O>[OH:32][CH:30]([O:33][CH2:34][CH2:35][O:17][CH2:16][CH2:15][O:14][CH2:13][CH2:12][O:11][CH:9]([OH:26])[CH3:10])[CH3:31]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 23478Ethane, 1-chloro-1-ethoxy-HCID 88244618Triethylene glycol di(1-chloroethyl) ether

生成物 1

HCID 88244959Triethylene glycol di(1-hydroxyethyl) ether

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

The thus obtained partially hydroxycarbonylmethylated polyhydroxystyrene, 90 g, was dissolved in 180 g of N,N-dimethylformamide. With stirring under ice cooling, 49.5 g of triethylamine and then 2. 4 g of triethylene glycol di(1-chloroethyl) ether were added. Reaction was carried out for 30 minutes under ice cooling, 30.0 g of 1-chloroethyl ethyl ether 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--N MR analysis, it was identified to be a polymer in which 31.0 mol % of the hydrogen atoms of hydroxyl groups in polyhydroxystyrene were replaced by 1-ethoxyethyl 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 triethylene glycol di(1-hydroxyethyl) ether to provide crosslinking. This polymer is designated Polym. 1 whose rational formula is shown at the end of Synthesis Examples.

後処理

  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 %

出典と根拠

ORDレコード
ord-382a4a005bb14f9e8824dea1fedb1115
出典データセット
uspto-grants-2000_02
特許番号
US06027854

関連ノート

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