Synthesis of piperonyl alcohol

Preparation of piperonyl alcohol

Alternative Names: Piperonol; 1,3-Benzodioxol-5-ylmethanol; 3,4-Methylenedioxybenzyl alcohol;

Preparation of piperonyl alcohol

Preparation of piperonyl alcohol

Anhydrous 2-propanol is prepared by boiling alcohol for 4 hours with calcium oxide, then distilling and obtained pure isopropanol is further boiled with aluminum isopropoxide and again distilled. 50 g of piperonal in 500 ml of previously prepared anhydrous isopropanol are treated with 10 g of aluminum isopropoxide, and the whole reaction mixture is heated in an oil-bath at 95° C under a Widmer column attached to a descending condenser. At the end of this time, 200 ml of distillate have passed over at 77-81° C and acetone is no longer detectable in a sample by means of 2,4-dinitrophenylhydrazine in hydrochloric acid. The obtained residue is treated with water, made just acid with hydrochloric acid, and extracted with ether. The extract is dried and evaporated, and the residue is distilled in a vacuum, yielding 45 g of piperonyl alcohol boiling at 151°/13 mm. Piperonyl alcohol melts at 51° C.

C. Schopf, W. Salzer, Ann. Chem., 544, 14 (1940)

IUPAC Name

1,3-benzodioxol-5-ylmethanol

InChI

InChI=1S/C8H8O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-3,9H,4-5H2

InChI Key

BHUIUXNAPJIDOG-UHFFFAOYSA-N

Canonical SMILES

C1OC2=C(O1)C=C(C=C2)CO

MeSH Synonyms

3,4-methylenedioxybenzyl alcohol, piperonyl alcohol

Depositor-Supplied Synonyms

Piperonyl alcohol, 495-76-1, Piperonol, 1,3-Benzodioxol-5-ylmethanol, 1,3-BENZODIOXOLE-5-METHANOL, 3,4-Methylenedioxybenzyl alcohol, Benzo[d][1,3]dioxol-5-ylmethanol, Benzo[1,3]dioxol-5-ylmethanol, 5-Hydroxymethyl-1,3-benzodioxole, 1-Hydroxymethyl-3,4-methylenedioxybenzene, BHUIUXNAPJIDOG-UHFFFAOYSA-N, 2H-1,3-benzodioxol-5-ylmethanol, 3,4-(Methylenedioxy)benzyl alcohol, NSC 26265, Benzyl alcohol, 3,4-(methylenedioxy)-, Helioalcohol, Piperonylalcohol, Heliotropyl alcohol, PubChem13179, ACMC-209kgr, AC1L1UYK, AC1Q6ZYJ, SCHEMBL49914, P49406_ALDRICH, 3,4-methylendioxybenzylalcohol, 1,3-benzodioxol-5-yl-methanol, 3,4-methylendioxy-benzylalcohol, 3,4-Methylendioxybenzyl alcohol, UNII-4163K563GS, benz[1,3]dioxol-5-yl-methanol, CTK1D5768, DAlc2-H_000040, 3,4 -methylendioxy-benzylalcohol, 3,4-methylenedioxyphenyl methanol, (1,3-Benzodioxol-5-yl)methanol, 3,4-methylenedioxy benzyl alcohol, 3,4-methylenedioxy-benzyl alcohol, Benzo[1,3]dioxol-5-yl-methanol, MolPort-000-157-188, BB_NC-1744, 3,4-(Methylenedioxy)phenylmethanol, Benzyl alcohol,4-(methylenedioxy)-, NSC26265, 3,4-(Methylenedioxy)benzenemethanol, EINECS 207-808-4, 3,4-(methylenedioxy)-benzyl alcohol, ANW-30793, AR-1L1125, BBL011934, NSC-26265, SBB004053, STK397489, ZINC00157455, AKOS000119342, 4163K563GS, FR-0527, FS-1186, MCULE-7441263506, NE10409, RTR-033312, SDCCGMLS-0065920.P001, AJ-15028, AK-89640, AM803952, AN-45302, KB-47586, ZB006688, AB1001905, AI3-05702, DB-051647, TL8003298, TR-033312, FT-0614397, P0457, ST24030133, ST45103544, X8311, 2H-benzo[3,4-d]1,3-dioxolan-5-ylmethan-1-ol, 2H-benzo[3,4-d]1,3-dioxolen-5-ylmethan-1-ol, AP-065/40214405, 3B3-029491, InChI=1/C8H8O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-3,9H,4-5H, 1,3-Benzodioxole-5-methanol; 3,4-(Methylenedioxy)benzyl alcohol; 3,4-(Methylenedioxy)phenylmethanol, 659726-31-5

Removed Synonyms

CID10322, 98586-87-9

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