4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate

Base Information

Chemical Name:4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate
CAS No.:107223-32-5
Molecular Formula:C₂₅H₃₂N₂O₃
Molecular Weight:408.541
Hs Code.:

Synonyms:4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate

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Chemical Property of 4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate

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Technology Process of 4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate

There total 9 articles about 4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate 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: 97.0%

: 3282-30-2
pivaloyl chloride

: 107223-31-4
4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile

: 107223-32-5
4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate

Guidance literature:: With pyridine; dmap; In dichloromethane; for 3h;
DOI:10.1021/jm00388a028

Reference yield:

: 591-31-1
3-methoxy-benzaldehyde

: 107223-32-5
4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate

Guidance literature:: Multi-step reaction with 8 steps

1: 2.) H₂ / 2.) 5percent Pd/C / 1.) water, EtOH, 40 deg C, 4 h, 2.) water, EtOH, 60 psi, 16 h

2: 1.) n-BuLi / 1.) hexane, THF, 4 h, 2.) hexane, THF, 25 deg C, 20 h

3: 77 percent / HOAc, 48percent aq. HBr / 24 h / Heating

4: triethylamine / CH₂Cl₂ / 16 h

5: 1.) NaOEt, 2.) NaI / 1.) EtOH, 0.25 h, 0 deg C, 2.) EtOH, RT, 48 h

6: NH₄OH / ethanol / 4 h

7: 86 percent / H₂O / 24 h / Heating

8: 97 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h

With pyridine; dmap; ammonium hydroxide; n-butyllithium; hydrogen bromide; hydrogen; sodium ethanolate; acetic acid; triethylamine; sodium iodide; palladium on activated charcoal; In ethanol; dichloromethane; water;
DOI:10.1021/jm00388a028

Reference yield:

: 15184-99-3
N,N-dimethyl-3-methoxybenzylamine

: 107223-32-5
4-<<4-<(dimethylamino)methyl>-3-hydroxy-2-propylphenyl>methoxy>benzonitrile pivalate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) hexane, THF, 4 h, 2.) hexane, THF, 25 deg C, 20 h

2: 77 percent / HOAc, 48percent aq. HBr / 24 h / Heating

3: triethylamine / CH₂Cl₂ / 16 h

4: 1.) NaOEt, 2.) NaI / 1.) EtOH, 0.25 h, 0 deg C, 2.) EtOH, RT, 48 h

5: NH₄OH / ethanol / 4 h

6: 86 percent / H₂O / 24 h / Heating

7: 97 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h

With pyridine; dmap; ammonium hydroxide; n-butyllithium; hydrogen bromide; sodium ethanolate; acetic acid; triethylamine; sodium iodide; In ethanol; dichloromethane; water;
DOI:10.1021/jm00388a028