3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide

Base Information

Chemical Name:3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide
CAS No.:75210-10-5
Molecular Formula:BrH*C₂₃H₂₉NO
Molecular Weight:416.401
Hs Code.:

Synonyms:3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide

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Chemical Property of 3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide

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Technology Process of 3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide

There total 12 articles about 3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide 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: 100.0%

: 75209-93-7
1-(m-methoxyphenyl)-9-phenethylaminobicyclo<3.3.1>nonane hydrochloride

: 75210-10-5
3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide

Guidance literature:: With hydrogen bromide; In acetic acid; Heating;
DOI:10.1248/cpb.28.1022

Reference yield:

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

: 75210-10-5
3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide

Guidance literature:: Multi-step reaction with 11 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: 78.7 percent / K₂CO₃ / tetrahydrofuran; H₂O / 1.5 h / Ambient temperature

10: 1.) NaBH₄, BF₃*Et₂O, 2.) 23percent HCl / 1.) THF, room temp., overnight, 2.) EtOH, Et₂O, room temp., 3 h

11: 100 percent / 48percent HBr / acetic acid / Heating

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

Reference yield:

: 75209-44-8
9,9-ethylenedioxy-1-(m-methoxyphenyl)bicyclo<3.3.1>nonan-2-one

: 75210-10-5
3-(9-Phenethylamino-bicyclo[3.3.1]non-1-yl)-phenol; hydrobromide

Guidance literature:: Multi-step reaction with 7 steps

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

2: 580 mg / conc. HCl / ethanol; diethyl ether / 1.5 h / Ambient temperature

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

4: 4.6 g / LiAlH₄ / tetrahydrofuran / 3 h / Heating

5: 78.7 percent / K₂CO₃ / tetrahydrofuran; H₂O / 1.5 h / Ambient temperature

6: 1.) NaBH₄, BF₃*Et₂O, 2.) 23percent HCl / 1.) THF, room temp., overnight, 2.) EtOH, Et₂O, room temp., 3 h

7: 100 percent / 48percent HBr / acetic acid / Heating

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; hydrogen bromide; sodium acetate; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; diethyl ether; ethanol; water; acetic acid;
DOI:10.1248/cpb.28.1022