[1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride

Base Information

Chemical Name:[1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride
CAS No.:75210-03-6
Molecular Formula:C₂₅H₃₃NO*ClH
Molecular Weight:400.004
Hs Code.:

Synonyms:[1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride

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Chemical Property of [1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride

Chemical Property:

Purity/Quality:

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Technology Process of [1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride

There total 14 articles about [1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride 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:

: 15547-89-4
2-(3-methoxyphenyl)cyclohexanone

: 75210-03-6
[1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride

Guidance literature:: Multi-step reaction with 12 steps

1: 80.2 percent / TsOH / toluene / 20 h / Heating

2: benzene / 18 h / Heating

3: 2N HCl / benzene / 3 h / Ambient temperature

4: 61.2 percent / TsOH / benzene / 75 h / Heating

5: 1.) hydrazine hydrate, conc. HCl, 2.) KOH / 1.) triethylene glycol, 130 deg C, 7 h, 2.) triethylene glycol, 210 deg C, 4 h

6: 580 mg / conc. HCl / ethanol; diethyl ether / 1.5 h / Ambient temperature

7: 85 percent / NH₂OH*HCl, NaOAc*3H₂O / ethanol / 1 h / Heating

8: 4.6 g / LiAlH₄ / tetrahydrofuran / 3 h / Heating

9: 870 mg / sat. aq. NaHCO₃ / CH₂Cl₂ / 4 h / Ambient temperature

10: 1.) LiAlH₄ / tetrahydrofuran; diethyl ether / 15 h / Heating

11: K₂CO₃ / tetrahydrofuran; H₂O / Ambient temperature

12: 1.) NaBH₄, BF₃*Et₂O, 2.) 23percent HCl / 1.) THF, room temp., 2.) EtOH, Et₂O, room temp.

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; sodium acetate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene; benzene;
DOI:10.1248/cpb.28.1022

Reference yield:

: 75209-40-4
1-(m-methoxyphenyl)bicyclo<3.3.1>nonane-2,9-dione

: 75210-03-6
[1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride

Guidance literature:: Multi-step reaction with 9 steps

1: 61.2 percent / TsOH / benzene / 75 h / Heating

2: 1.) hydrazine hydrate, conc. HCl, 2.) KOH / 1.) triethylene glycol, 130 deg C, 7 h, 2.) triethylene glycol, 210 deg C, 4 h

3: 580 mg / conc. HCl / ethanol; diethyl ether / 1.5 h / Ambient temperature

4: 85 percent / NH₂OH*HCl, NaOAc*3H₂O / ethanol / 1 h / Heating

5: 4.6 g / LiAlH₄ / tetrahydrofuran / 3 h / Heating

6: 870 mg / sat. aq. NaHCO₃ / CH₂Cl₂ / 4 h / Ambient temperature

7: 1.) LiAlH₄ / tetrahydrofuran; diethyl ether / 15 h / Heating

8: K₂CO₃ / tetrahydrofuran; H₂O / Ambient temperature

9: 1.) NaBH₄, BF₃*Et₂O, 2.) 23percent HCl / 1.) THF, room temp., 2.) EtOH, Et₂O, room temp.

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; sodium acetate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; benzene;
DOI:10.1248/cpb.28.1022

Reference yield:

: 75209-39-1
morpholine enamine of 2-(m-methoxyphenyl)cyclohexanone

: 75210-03-6
[1-(3-Methoxy-phenyl)-bicyclo[3.3.1]non-9-yl]-methyl-phenethyl-amine; hydrochloride

Guidance literature:: Multi-step reaction with 11 steps

1: benzene / 18 h / Heating

2: 2N HCl / benzene / 3 h / Ambient temperature

3: 61.2 percent / TsOH / benzene / 75 h / Heating

4: 1.) hydrazine hydrate, conc. HCl, 2.) KOH / 1.) triethylene glycol, 130 deg C, 7 h, 2.) triethylene glycol, 210 deg C, 4 h

5: 580 mg / conc. HCl / ethanol; diethyl ether / 1.5 h / Ambient temperature

6: 85 percent / NH₂OH*HCl, NaOAc*3H₂O / ethanol / 1 h / Heating

7: 4.6 g / LiAlH₄ / tetrahydrofuran / 3 h / Heating

8: 870 mg / sat. aq. NaHCO₃ / CH₂Cl₂ / 4 h / Ambient temperature

9: 1.) LiAlH₄ / tetrahydrofuran; diethyl ether / 15 h / Heating

10: K₂CO₃ / tetrahydrofuran; H₂O / Ambient temperature

11: 1.) NaBH₄, BF₃*Et₂O, 2.) 23percent HCl / 1.) THF, room temp., 2.) EtOH, Et₂O, room temp.

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; sodium acetate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; benzene;
DOI:10.1248/cpb.28.1022