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ChemicalBook CAS DataBase List 4-Ethylresorcinol
2896-60-8

4-Ethylresorcinol synthesis

7synthesis methods
The synthesis of 4-Ethylresorcinol is as follows:
In a three necked round bottom flask (equipped with a condensor, additional funnel and mechanical stirrer) was added 15.2 g of a combination of Raney Nickel and Ni supported on silica. (50: 50). 100 ml of a mixture of 50: 50 ethanol: water was added and the reaction was heated at reflux conditions. 15.2 g of 2,4-dihydroxy acetophenone in 100 ml of water: ethanol and 10 ml of acetic acid was placed in the additional funnel and slowly added to the mixture (dropwise). The reaction was filtered through a milipore filter to give a pale yellow solution. Concentration of this solution in vacuo gave a solid. This solid was crystalized from 1,2-dichloroethane to give 4-ethyl resorcinol in 80% isolated yield. 
synthesis of 4-Ethylresorcinol.png
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Yield:2896-60-8 80%

Reaction Conditions:

with hydrogen;acetic acid;Ni-doped silica in ethanol;water

Steps:

5
In a three necked round bottom flask (equipped with a condensor, additional funnel and mechanical stirrer) was added 15.2 g of a combination of Raney Nickel and Ni supported on silica. (50: 50). 100 ml of a mixture of 50: 50 ethanol: water was added and the reaction was heated at reflux conditions. 15.2 g of 2,4-dihydroxy acetophenone in 100 ml of water: ethanol and 10 ml of acetic acid was placed in the additional funnel and slowly added to the mixture (dropwise). The reaction was filtered through a milipore filter to give a pale yellow solution. Concentration of this solution in vacuo gave a solid. This solid was crystalized from 1,2-dichloroethane to give 4-ethyl resorcinol in 80% isolated yield. The unreacted 2,4-dihydroxy acetophenone was recovered (-17%) form the reaction mixture and was recycled. The structure of 4-ethyl resorcinol and 2,4- dihydroxy acetophenone were characterized by NMR, Gas Chromatography, IR and Mass spectroscopy Examples 6 to 16: The conditions under which examples 6 to 16 were carried out are summarized in Table-1. The procedure under which these experiments were carried out are also given in the table-1 and these procedures are given below as procedure 1 and procedure 2.

References:

UNILEVER PLC;UNILEVER NV;HINDUSTAN LEVER LIMITED WO2005/5355, 2005, A1 Location in patent:Page/Page column 13-14

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