Ethanol → 100743-68-8

HRID 2231146Notes

Reaction equation

[CH2:1]([O:3][CH:4]([O:6][CH:7]([CH3:13])[C:8]([O:10]CC)=[O:9])[CH3:5])[CH3:2].[OH-].[K+:15].O.C(O)C>>[CH2:1]([O:3][CH:4]([O:6][CH:7]([CH3:13])[C:8]([O-:10])=[O:9])[CH3:5])[CH3:2].[K+:15]

Participants

Reactant 4

HCID 702Ethanol

HCID 962Water

HCID 14797Potassium Hydroxide

HCID 552079Ethyl 2-(1-ethoxyethoxy)propanoate

Product 1

HCID 23720076100743-68-8Yield 109.1%

Conditions

Temperature: 23 °C

Procedure

To a 250 mL flask containing 38.0 g (0.20 moles) ethyl 2-[(1'-ethoxy)ethoxy]propanoate at 23° C. is added a solution of 14.8 g (0.264 moles) KOH, 30.0 g (1.667 moles) water and 10.0 g (0.217 moles) ethanol over a 30 minute period. Maintaining ±23° C., the solution is stirred for one hour, then extracted with 20 g hexane. The aqueous phase is then stripped of all solvent under vacuum. A constant weight of 43.7 g potassium 2-[(1'-ethoxy)ethoxy]propanoate is obtained as a yellowish viscous liquid.

Workup

extractionextracted with 20 g hexane

Sources & evidence

ORD record: ord-b0d7eb3c504248158ae11c14581bb09a
Source dataset: uspto-grants-1988_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04781762

Reaction notes

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