Technology Process of 1-(3,5-dimethoxyphenyl)-4-octyne
There total 5 articles about 1-(3,5-dimethoxyphenyl)-4-octyne which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-Pentyne;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 2h;
3-(3,5-dimethoxyphenyl)-1-bromopropane;
With
lithium iodide;
In
tetrahydrofuran; hexane;
for 3h;
Heating;
DOI:10.1016/S0040-4020(99)00849-2
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 70 percent / pyridine / CH2Cl2 / 1 h / 0 °C
2.1: 49 percent / tetrakis(triphenylphosphine)palladium(0); piperidine / 2 h / 85 °C
3.1: H2 / Pd/C / methanol / 2 h / 2068.59 Torr
4.1: 38 percent / phosphorus tribromide; pyridine / toluene / 0.17 h / Heating
5.1: n-BuLi / hexane; tetrahydrofuran / 2 h / 0 °C
5.2: 77 percent / LiI / hexane; tetrahydrofuran / 3 h / Heating
With
piperidine; pyridine; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; hydrogen; phosphorus tribromide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
1.1: Acylation / 2.1: Substitution / 3.1: Reduction / 4.1: Bromination / 5.1: Metallation / 5.2: Alkylation;
DOI:10.1016/S0040-4020(99)00849-2
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 49 percent / tetrakis(triphenylphosphine)palladium(0); piperidine / 2 h / 85 °C
2.1: H2 / Pd/C / methanol / 2 h / 2068.59 Torr
3.1: 38 percent / phosphorus tribromide; pyridine / toluene / 0.17 h / Heating
4.1: n-BuLi / hexane; tetrahydrofuran / 2 h / 0 °C
4.2: 77 percent / LiI / hexane; tetrahydrofuran / 3 h / Heating
With
piperidine; pyridine; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; hydrogen; phosphorus tribromide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; toluene;
1.1: Substitution / 2.1: Reduction / 3.1: Bromination / 4.1: Metallation / 4.2: Alkylation;
DOI:10.1016/S0040-4020(99)00849-2