Carbon Dioxide → 2-(Benzyloxy) ethanol

HRID 1759593Notes

Reaction equation

HRID 1759593 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5](O)=[CH:4][CH:3]=1.C1(=O)[O:13][CH2:12][CH2:11][O:10]1.C(=O)=O>[F-].[K+]>[OH:10][CH2:11][CH2:12][O:13][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 2879P-CresolHCID 7303Ethylene carbonate

Product 1

HCID 121412-(Benzyloxy) ethanolYield 94%

Reagents, catalysts & solvents 1

HCID 522689Potassium FluorideCatalyst

Procedure

The reaction apparatus used in Example 1 was charged with 4-methylphenol (54 grams), ethylene carbonate (45 grams) and a small amount of KF (0.5 grams, 0.5 percent). After thorough mixing the flask was immersed in an oil bath and the temperature adjusted to 160° C.±2°. After a reaction time of 1.1 hours, CO2 evolution ceased and the product, 4-(2-hydroxyethoxy)methylbenzene (71 grams, 94 percent yield) was recovered and purified by recrystallization from acetone.

Workup

  1. additionAfter thorough mixing the flask
  2. customwas immersed in an oil bath
  3. customadjusted to 160° C.±2°

Sources & evidence

ORD record
ord-4db6d6de864a44cda8e344038f1af364
Source dataset
uspto-grants-1982_07
Patent number
US04341905

Reaction notes

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