4-(3'-fluorophenyl)-6,7-(methylenedioxy)isochroman-3-one

Base Information

• Chemical Name: 4-(3'-fluorophenyl)-6,7-(methylenedioxy)isochroman-3-one
• CAS No.: 124619-41-6
• Molecular Formula: C₁₆H₁₁FO₄
• Molecular Weight: 286.259
• Mol file: 124619-41-6.mol

Synonyms:

Chemical Property of 4-(3'-fluorophenyl)-6,7-(methylenedioxy)isochroman-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3'-fluorophenyl)-6,7-(methylenedioxy)isochroman-3-one

There total 5 articles about 4-(3'-fluorophenyl)-6,7-(methylenedioxy)isochroman-3-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: 55.0%

(3-Fluoro-phenyl)-(6-methoxymethyl-benzo[1,3]dioxol-5-yl)-acetonitrile (124619-25-6) → 4-(3'-fluorophenyl)-6,7-(methylenedioxy)isochroman-3-one (124619-41-6)

Guidance literature:

With hydrogenchloride; acetic acid; for 1h; Heating;

DOI:10.1021/jo00292a017

Reference yield:

piperonal (120-57-0,30024-74-9) → 4-(3'-fluorophenyl)-6,7-(methylenedioxy)isochroman-3-one (124619-41-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / bromine, iodine / acetic acid; CS₂

2: 46 g / sodium borohydride / ethanol / 1 h / Heating

3: 1) sodium hydride / 1) THF, room temp., 1 h; 2) room temp.

4: 1) LDA / 1) THF, -78 deg C, 10 min; 2) THF, -40 deg C, then 2 h to room temp.

5: 55 percent / acetic acid, hydrochloric acid / 1 h / Heating

With hydrogenchloride; sodium tetrahydroborate; bromine; iodine; sodium hydride; acetic acid; lithium diisopropyl amide; In carbon disulfide; ethanol; acetic acid;

DOI:10.1021/jo00292a017

Reference yield:

6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) → 4-(3'-fluorophenyl)-6,7-(methylenedioxy)isochroman-3-one (124619-41-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 46 g / sodium borohydride / ethanol / 1 h / Heating

2: 1) sodium hydride / 1) THF, room temp., 1 h; 2) room temp.

3: 1) LDA / 1) THF, -78 deg C, 10 min; 2) THF, -40 deg C, then 2 h to room temp.

4: 55 percent / acetic acid, hydrochloric acid / 1 h / Heating

With hydrogenchloride; sodium tetrahydroborate; sodium hydride; acetic acid; lithium diisopropyl amide; In ethanol;

DOI:10.1021/jo00292a017

upstream raw materials:

(3-Fluoro-phenyl)-(6-methoxymethyl-benzo[1,3]dioxol-5-yl)-acetonitrile

piperonal

6-bromopiperonyl alcohol

1-bromo-2-(methoxymethyl)-4,5-(methylenedioxy)benzene