3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one

Base Information

Chemical Name:3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one
CAS No.:939054-65-6
Molecular Formula:C₁₈H₂₂O₃
Molecular Weight:286.371
Hs Code.:

Synonyms:3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one

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Chemical Property of 3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one

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Technology Process of 3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one

There total 9 articles about 3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one 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: 75.0%

: 3-(4-methoxybenzyloxy)-6-(phenylselenomethyl)spiro[4.4]nonan-2-one

: 939054-65-6
3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/jo062546v

Reference yield:

: 4-(4-methoxybenzyloxy)-2-methylene-5-hexenyl acetate

: 939054-65-6
3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydride / tetrahydrofuran

1.2: triphenylphosphine / palladium(II) acetate / tetrahydrofuran / 3 h / Heating

2.1: 3.11 g / triphenylphosphine / palladium(II) acetate / tetrahydrofuran / 1 h / Heating

3.1: 66 percent / triphenylphosphine; acetic acid / palladium(II) acetate / 2 h / 90 °C

4.1: 79 percent / magnesium / methanol; tetrahydrofuran

5.1: ozone / CH₂Cl₂; methanol / -78 °C

5.2: 76 percent / dimethyl sulfide / CH₂Cl₂; methanol / -78 - 20 °C

6.1: 92 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / -78 °C

7.1: 95 percent / triethylamine; triethylamine hydrochloride / CH₂Cl₂ / 0.5 h / 0 °C

8.1: 85 percent / sodium borohydride / tetrahydrofuran; methanol / Heating

9.1: 75 percent / hydrogen peroxide / tetrahydrofuran / 0 - 20 °C

With sodium tetrahydroborate; dihydrogen peroxide; triethylamine hydrochloride; sodium hydride; ozone; magnesium; acetic acid; lithium tri-t-butoxyaluminum hydride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; diethylene glycol dimethyl ether;
DOI:10.1021/jo062546v

Reference yield:

: C₂₈H₃₀O₆S₂

: 939054-65-6
3-(4-methoxybenzyloxy)-6-methylenespiro[4.4]nonan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 3.11 g / triphenylphosphine / palladium(II) acetate / tetrahydrofuran / 1 h / Heating

2.1: 66 percent / triphenylphosphine; acetic acid / palladium(II) acetate / 2 h / 90 °C

3.1: 79 percent / magnesium / methanol; tetrahydrofuran

4.1: ozone / CH₂Cl₂; methanol / -78 °C

4.2: 76 percent / dimethyl sulfide / CH₂Cl₂; methanol / -78 - 20 °C

5.1: 92 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / -78 °C

6.1: 95 percent / triethylamine; triethylamine hydrochloride / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 85 percent / sodium borohydride / tetrahydrofuran; methanol / Heating

8.1: 75 percent / hydrogen peroxide / tetrahydrofuran / 0 - 20 °C

With sodium tetrahydroborate; dihydrogen peroxide; triethylamine hydrochloride; ozone; magnesium; acetic acid; lithium tri-t-butoxyaluminum hydride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; diethylene glycol dimethyl ether;
DOI:10.1021/jo062546v