3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile

Base Information

Chemical Name:3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile
CAS No.:115118-06-4
Molecular Formula:C₁₉H₁₈BrNO₆
Molecular Weight:436.259
Hs Code.:

Synonyms:3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile

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Chemical Property of 3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile

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Technology Process of 3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile

There total 1 articles about 3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile 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:

: 94670-94-7
6-bromobenzo-1,3-dioxol-5-yl 3,4,5-trimethoxyphenyl ketone

: 75-05-8,26809-02-9
acetonitrile

: 115118-06-4
3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile

Guidance literature:: With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, 10 min, 2.) 10 min;
DOI:10.1021/jo00251a003

Reference yield: 99.0%

: 115118-06-4
3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile

: 115140-86-8,115140-87-9
(E)-3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-(3,4,5-trimethoxy-phenyl)-acrylonitrile

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 0.666667h; Heating;
DOI:10.1021/jo00251a003

Reference yield:

: 115118-06-4
3-(6-Bromo-benzo[1,3]dioxol-5-yl)-3-hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionitrile

: 104715-43-7
(1S,2R)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / TsOH*H₂O / benzene / 0.67 h / Heating

2: 91 percent / magnesium, methanol / tetrahydrofuran / 2 h / -36 °C

3: 1.) HCl(g), 2.) H₂O / 1 a.) CH₂Cl₂, reflux, 1h, b.) 25 deg C, 15 h, 2.) reflux, 4 h

4: 42 percent / sodium amide, NH₃ (liquid) / tetrahydrofuran / 0.17 h / -78 °C

5: 85 percent / 50percent aq. KOH / dimethylsulfoxide / 1 h / 25 °C

6: 76 percent / acetic acid / dimethylsulfoxide / 1 h / 18 °C

7: acetyl chloride, methanol / CH₂Cl₂ / 4 h / -10 °C

With hydrogenchloride; methanol; potassium hydroxide; ammonia; water; toluene-4-sulfonic acid; sodium amide; magnesium; acetic acid; acetyl chloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/jo00251a003