6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene

Base Information

Chemical Name:6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene
CAS No.:57839-47-1
Molecular Formula:C₁₆H₁₆O₂
Molecular Weight:240.302
Hs Code.:

Synonyms:6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene

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Chemical Property of 6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene

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Technology Process of 6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene

There total 10 articles about 6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 5020-41-7
2-(3-methoxyphenyl)-ethanol

: 100-52-7
benzaldehyde

: 57839-47-1
6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene

Guidance literature:: With 2H⁽¹⁺⁾*Mo₁₂O₄₀P^(3-)*C₈H₁₄NOS⁽¹⁺⁾; at 70 ℃; for 0.333333h; Green chemistry;
DOI:10.1039/d1ra01004b

Reference yield: 72.0%

: 2-(2-benzyl-5-methoxyphenyl)ethanol

: 57839-47-1
6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene

Guidance literature:: With naphthalene-1,4-dicarbonitrile; In acetonitrile; at 20 ℃; for 3h; Inert atmosphere; Irradiation;
DOI:10.1002/anie.201210333

Reference yield:

: 100-09-4
4-methoxybenzoic acid

: 57839-47-1
6-methoxy-1-phenyl-3,4-dihydro-1H-isochromene

Guidance literature:: Multi-step reaction with 10 steps

1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: thionyl chloride / methanol / 3 h / Inert atmosphere; Reflux

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 10 °C / Inert atmosphere

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 8 h / Inert atmosphere; Reflux

5.1: phenyl grignard / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetonitrile / 8 h / 20 °C / Inert atmosphere

7.1: palladium on activated charcoal; hydrogen / water; acetic acid / 10 h / 20 °C / Inert atmosphere

8.1: sodium periodate / water; acetone / 1 h / Inert atmosphere

9.1: sodium tetrahydroborate / methanol; water / 1 h / Inert atmosphere

10.1: naphthalene-1,4-dicarbonitrile / acetonitrile / 3 h / 20 °C / Inert atmosphere; Irradiation

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; thionyl chloride; N,N,N,N,-tetramethylethylenediamine; naphthalene-1,4-dicarbonitrile; palladium on activated charcoal; hydrogen; sec.-butyllithium; 4-methylmorpholine N-oxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; water; acetic acid; ethyl acetate; acetone; acetonitrile;
DOI:10.1002/anie.201210333