Synthesis of allyl phenyl ether

Preparation of allyl phenyl ether

Preparation of allyl phenyl ether

Preparation of allyl phenyl ether

The round bottom flask fitted with a reflux condenser is charged with 94 g of phenol, 121 g of allyl bromide, 140 g of dry potassium carbonate, and 150 g of acetone. The reaction mixture is refluxed for 8 hours giving potassium bromide and the mixture thickens, to a paste. After cooling, distilled water is added and allyl phenyl ether is extracted with ether. The extract is washed with 10% sodium hydroxide solution in order to remove unchanged phenol, with a little amount of distilled water, and dried over potassium carbonate. The ether is removed by evaporation and crude allyl phenyl ether is purified by distillation in vacuum collecting fraction boiling at 85° C under a pressure of 19 mm. The yield of allyl phenyl ether is 115-130 g.

An advanced laboratory manual of organic chemistry, M. Heidelberger, 37, 1923

IUPAC Name

prop-2-enoxybenzene

InChI

InChI=1S/C9H10O/c1-2-8-10-9-6-4-3-5-7-9/h2-7H,1,8H2

InChI Key

POSICDHOUBKJKP-UHFFFAOYSA-N

Canonical SMILES

C=CCOC1=CC=CC=C1

MeSH Synonyms

phenyl 2-propen-1-yl ether, phenyl allyl ether

Depositor-Supplied Synonyms

Allyl phenyl ether, Allyloxybenzene, 1746-13-0, (allyloxy)benzene, Phenyl allyl ether, Ether, allyl phenyl, 3-Phenoxypropene, Allyl phenoxylate, Benzene, (2-propenyloxy)-, Phenylpropenyl ether, Phenyl 2-propenyl ether, USAF DO-23, prop-2-enoxybenzene, Benzene, (2-propen-1-yloxy)-, NSC 4746, POSICDHOUBKJKP-UHFFFAOYSA-N, EINECS 217-125-3, BRN 1905622, AI3-03143, phenylallylether, (2-Propenyloxy)benzene, AC1L2LYC, AC1Q2AGV, Benzene, 2-propenyloxy-, ACMC-209e8j, phenyl (2-propenyl) ether, UNII-26S07OSX4O, WLN: 1U2OR, SCHEMBL88417, A35208_ALDRICH, Ether, allyl phenyl (8CI), (prop-2-en-1-yloxy)benzene, KSC150A9H, 26S07OSX4O, Jsp003576, SCHEMBL13158917, NSC4746, MolPort-000-219-454, NSC-4746, ANW-22721, ZINC01680380, AKOS002710534, RP09742, VZ25184, AJ-29605, AK116728, AN-49821, CJ-06262, CJ-27568, KB-47249, LS-31174, DB-050490, RT-000774, A0234, FT-0622008, ST24026330, 4-06-00-00562 (Beilstein Handbook Reference), A811674, I01-7939, 3B3-034561, InChI=1/C9H10O/c1-2-8-10-9-6-4-3-5-7-9/h2-7H,1,8H

Removed Synonyms

o-Allyl phenol, CID74458

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