反応 #415494

反応方程式

Adipic acid

methyl isobutyl ketone

ethylene oxide

→

material

収率 60.0%

Bis(2-Hydroxyethyl)Adipate

収率 60.0%

反応条件

後処理

1. 1
   その他was kept at 160° C
2. 2
   workup.ADDITIONthe pressure dropped from 103 psi to 57 psi
3. 3
   その他After solvent evaporation
4. 4
   workup.DISTILLATIONthe crude product (60.4g) was distilled under vacuum

実験手順

Adipic acid (36.5g, 0.25 mole) and the catalyst of Example II (0.4g) in methyl isobutyl ketone (250 ml) were heated at 160° C and subsequently ethylene oxide (24.23g, 0.55 mole) was added; the temperature was kept at 160° C. After 60 minutes, the pressure dropped from 103 psi to 57 psi. After solvent evaporation, the crude product (60.4g) was distilled under vacuum; a light yellow material (35.0g) was obtained boiling at 202°-203° C at 1 mm pressure in 60.0% yield, having a refractive index of 1.4619 at 25° C. The infrared spectrum was consistent with that expected for the ester (3450 cm-1 (OH), 2970 cm-1 (CH2), 1730 cm-1 (C=O), and 1180 cm-1 (C-O)). Anal. Calcd. for C10H18O6 : C, 51.28; H, 7.69; O, 41.03, Found: C, 50.80; H, 7.76; Molecular weight by hydroxy number: Theory: 234. Found: 234.

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