a) To a solution of 10 g (60 mmol) of 3-nitrophenylacetic acid in 120 ml of ethanol were added 20 ml of a saturated 5 solution of hydrogen chloride in ethyl acetate and the mixture was heated at reflux for 4 hours, cooled and left to stand at room temperature for 18 hours. The mixture was evaporated and the residue was partitioned between 120 ml of diethyl ether and 100 ml of saturated aqueous sodium 10 bicarbonate solution. The organic phase was dried over magnesium sulfate, filtered and evaporated to give 10.3 g. (82%) of ethyl 3-nitrophenylacetate as a pale yellow oil. [NMR spectrum (250 MHz) 81.25(t) (3H), 83.68(s) (2H), 84.6(q) (2H), 86.5-86.7(m) (3H), 87.09(dd) (1H)].
a) To a solution of 10 g (60 mmol) of 3-nitrophenylacetic acid in 120 ml of ethanol were added 20 ml of a saturated 5 solution of hydrogen chloride in ethyl acetate and the mixture was heated at reflux for 4 hours, cooled and left to stand at room temperature for 18 hours. The mixture was evaporated and the residue was partitioned between 120 ml of diethyl ether and 100 ml of saturated aqueous sodium 10 bicarbonate solution. The organic phase was dried over magnesium sulfate, filtered and evaporated to give 10.3 g. (82%) of ethyl 3-nitrophenylacetate as a pale yellow oil. [NMR spectrum (250 MHz) 81.25(t) (3H), 83.68(s) (2H), 84.6(q) (2H), 86.5-86.7(m) (3H), 87.09(dd) (1H)].
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question
![a) To a solution of 10 g (60 mmol) of 3-nitrophenylacetic
acid in 120 ml of ethanol were added 20 ml of a saturated
5 solution of hydrogen chloride in ethyl acetate and the
mixture was heated at reflux for 4 hours, cooled and left to
stand at room temperature for 18 hours. The mixture was
evaporated and the residue was partitioned between 120 ml
of diethyl ether and 100 ml of saturated aqueous sodium
10 bicarbonate solution. The organic phase was dried over
magnesium sulfate, filtered and evaporated to give 10.3 g.
(82%) of ethyl 3-nitrophenylacetate as a pale yellow oil.
[NMR spectrum (250 MHz) 81.25(t) (3H), 83.68(s) (2H),
84.6(q) (2H), 86.5-86.7(m) (3H), 87.09(dd) (1H)].](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fd49e00b4-73ec-4259-9755-2777e0b722bc%2Ff5387126-8d27-4a6c-851e-96accf9e536b%2Fvgkt99l_processed.jpeg&w=3840&q=75)
Transcribed Image Text:a) To a solution of 10 g (60 mmol) of 3-nitrophenylacetic
acid in 120 ml of ethanol were added 20 ml of a saturated
5 solution of hydrogen chloride in ethyl acetate and the
mixture was heated at reflux for 4 hours, cooled and left to
stand at room temperature for 18 hours. The mixture was
evaporated and the residue was partitioned between 120 ml
of diethyl ether and 100 ml of saturated aqueous sodium
10 bicarbonate solution. The organic phase was dried over
magnesium sulfate, filtered and evaporated to give 10.3 g.
(82%) of ethyl 3-nitrophenylacetate as a pale yellow oil.
[NMR spectrum (250 MHz) 81.25(t) (3H), 83.68(s) (2H),
84.6(q) (2H), 86.5-86.7(m) (3H), 87.09(dd) (1H)].
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