Synthesis of 4-ethylresorcinol

Preparation of 4-ethylresorcinol

Preparation of 4-ethylresorcinol

Preparation of 4-ethylresorcinol

50 g of resacetophenone are treated as described above with 200 g of zinc amalgam and 600 ml of 15% hydrochloric acid. When the reaction becomes vigorous, heating is stopped until it moderates. Heating is continued for about 3 hours with frequent additions of concentrated acid. The clear yellowish liquid is drained off from the zinc, saturated with common salt, extracted with ether, and the ethereal extract evaporated. The slightly yellowish liquid which remains soon solidifies, and may be crystallised easily from chloroform, giving a pure 4-ethylresorcinol yielding 44 g as colourless crystals, soluble in cold water; m.p. 97° C; sublimes on heating.

Systematic organic chemistry, by W. M. Cumming, 178, 1937.

IUPAC Name

4-ethylbenzene-1,3-diol

InChI

InChI=1S/C8H10O2/c1-2-6-3-4-7(9)5-8(6)10/h3-5,9-10H,2H2,1H3

InChI Key

VGMJYYDKPUPTID-UHFFFAOYSA-N

Canonical SMILES

CCC1=C(C=C(C=C1)O)O

Depositor-Supplied Synonyms

4-ETHYLRESORCINOL, 4-ethylbenzene-1,3-diol, 2896-60-8, 1,3-Benzenediol, 4-ethyl-, 4-ETHYL RESORCINOL, 6-Ethylresorcinol, 2,4-Dihydroxy-1-ethylbenzene, Resorcinol, 4-ethyl-, 1,3-Dihydroxy-4-ethylbenzene, 4-ethyl-benzene-1,3-diol, VGMJYYDKPUPTID-UHFFFAOYSA-N, ST50331805, 4-Ethyl-resorcinol, ACMC-1CNPS, AC1L2AYZ, 2,4-Dihydroxyethylbenzene, SCHEMBL40375, E48200_ALDRICH, 4-Ethyl-1,3-benzenediol #, UNII-8YE81T06D5, 4-Ethyl-1,3-dihydroxybenzene, Resorcinol, 4-ethyl- (8CI), CHEMBL2332776, CTK3J0554, MolPort-001-789-968, 8YE81T06D5, ZINC404411, NSC62013, EINECS 220-777-1, ANW-26512, NSC 62013, NSC-62013, ZINC00404411, AKOS000121510, MCULE-6961619642, NE31335, RL02993, RTR-012687, TRA0007440, AJ-22371, AK-87969, AM808232, BC201065, KB-38570, OR021734, OR132182, ZB013526, DB-047495, ST2405770, TL8002287, TR-012687, D0579, FT-0618426, A819694, I01-7107, T5889178, 3B1-003986, 3B3-016502, InChI=1/C8H10O2/c1-2-6-3-4-7(9)5-8(6)10/h3-5,9-10H,2H2,1H

Removed Synonyms

3-Propylcatechol, 1, 4-ethyl-, CID17927

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