Technology Process of N-benzyl-4-[hydroxy(3-methoxyphenyl)methyl]piperidine
There total 6 articles about N-benzyl-4-[hydroxy(3-methoxyphenyl)methyl]piperidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-methoxyphenyl bromide;
With
magnesium;
In
tetrahydrofuran;
for 0.5h;
Heating;
N-benzyl-4-formylpiperidine;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
DOI:10.1021/jm990337f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 84 percent / SOCl2 / 20 h / 20 °C
2.1: 79.7 percent / Et3N / CH2Cl2 / 20 °C
3.1: 69.5 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 50 °C
4.1: 94.3 percent / oxalyl chloride; dimethyl sulfoxide; Et3N / CH2Cl2 / 0.25 h / -55 °C
5.1: Mg / tetrahydrofuran / 0.5 h / Heating
5.2: 94.3 percent / tetrahydrofuran / 2 h / 20 °C
With
lithium aluminium tetrahydride; thionyl chloride; oxalyl dichloride; magnesium; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane;
1.1: Esterification / 2.1: Alkylation / 3.1: Reduction / 4.1: Swern oxidation / 5.1: Grignard reaction / 5.2: Addition;
DOI:10.1021/jm990337f
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 94.3 percent / oxalyl chloride; dimethyl sulfoxide; Et3N / CH2Cl2 / 0.25 h / -55 °C
2.1: Mg / tetrahydrofuran / 0.5 h / Heating
2.2: 94.3 percent / tetrahydrofuran / 2 h / 20 °C
With
oxalyl dichloride; magnesium; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane;
1.1: Swern oxidation / 2.1: Grignard reaction / 2.2: Addition;
DOI:10.1021/jm990337f