Synthesis of 2-methoxynaphthalene

Preparation of 2-methoxynaphthalene

Preparation of 2-methoxynaphthalene

Preparation of 2-methoxynaphthalene

The 1 mole of 2-naphthol is treated rapidly with stirring, in a three-necked flask provided with a reflux condenser, stirrer, internal thermometer, and dropping funnel, with 1.25 mole of 10% sodium hydroxide. With vigorous stirring, 1 mole of dimethyl sulfate is added in such a way that the temperature remains below 40° C (water cooling). To complete the reaction and to destroy unchanged dimethyl sulfate, the mixture is then heated for 30 min on a boiling water bath. After cooling the solid reaction product is isolated by filtration, washed with water, and recrystallized from benzene. Unchanged 2-naphthol can be recovered by acidifying the aqueous reaction solution and the wash water and extracting them with ether. The yield of 2-methoxynaphthalene is 73%, b.p. 274 °C; m.p.70-73 °C;

Organicum. Practical Handbook of Organic Chemistry, by Heinz Becker, Werner Berger and Günter Domschke, Addison-Wesley Pub. Co, 206-207, (1973)

IUPAC Name

2-methoxynaphthalene

InChI

InChI=1S/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3

InChI Key

LUZDYPLAQQGJEA-UHFFFAOYSA-N

Canonical SMILES

COC1=CC2=CC=CC=C2C=C1

MeSH Synonyms

2-methoxynaphthalene

Depositor-Supplied Synonyms

2-METHOXYNAPHTHALENE, 93-04-9, Naphthalene, 2-methoxy-, Nerolin, Yara yara, Methyl 2-naphthyl ether, Yura yara, Nerolin (old), 2-Naphthol methyl ether, 2-Naphthyl methyl ether, 2-Methoxy-naphthalene, Yara-Yara, 2-methoxy naphthalene, beta-Methoxynaphthalene, .beta.-Methoxynaphthalene, beta-Naphthyl methyl ether, NSC 4171, beta-Naphthol mether ether, beta-Naphthol methyl ether, Methyl beta-naphthyl ether, .beta.-Naphthol methyl ether, .beta.-Naphthyl methyl ether, Methyl .beta.-naphthyl ether, CHEMBL195857, LUZDYPLAQQGJEA-UHFFFAOYSA-N, EINECS 202-213-6, AI3-21213, AF-676/00077048, Nerolin Yara Yara, 2-methoxynaphtalene, 2-methoxynapthalene, 6-methoxynaphthalene, AC1L1O1V, DSSTox_CID_24392, DSSTox_RID_80193, UNII-VX2T1Z50C4, DSSTox_GSID_44392, KSC486M8L, SCHEMBL112792, W525308_ALDRICH, ACMC-20978e, 148245_ALDRICH, VX2T1Z50C4, SCHEMBL10250691, CTK3I6685, NSC4171, MolPort-001-783-848, ZINC967412, AC1Q5822, NSC-4171, Tox21_302143, ANW-13644, AR-1K6828, BDBM50159258, MFCD00004061, SBB060603, ZINC00967412, AKOS008947868, AC-4741, LS-2976, MCULE-8210517299, NE10294, RP22188, RTR-029167, TRA0024327, CAS-93-04-9, NCGC00255953-01, AJ-24491, AK110812, AN-11698, CJ-04608, KB-25030, L295, OR012041, SC-46738, ZB015422, DB-014139, ST2410092, TR-029167, FT-0612855, M0117, ST50824686, A844431, 3B3-029175, InChI=1/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H

Removed Synonyms

|A-Methoxynaphthalene, |A-Methyl naphthyl ether, |A-Naphthol methyl ether, C11H10O, CID7119, Sodium 2-naphthol-3,7-disulfonate, 6-Methoxy-1,2,3,4-tetrahydronaphthalene, C082155, 1730-48-9, 51896-27-6

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