3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-1-yl)-phenol; hydrobromide

Base Information

Chemical Name:3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-1-yl)-phenol; hydrobromide
CAS No.:75210-15-0
Molecular Formula:BrH*C₁₈H₂₇NO
Molecular Weight:354.33
Hs Code.:

Synonyms:3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-1-yl)-phenol; hydrobromide

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Chemical Property of 3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-1-yl)-phenol; hydrobromide

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Technology Process of 3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-1-yl)-phenol; hydrobromide

There total 16 articles about 3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-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: 95.0%

: 75210-05-8
[(1R,6S,10S)-1-(3-Methoxy-phenyl)-bicyclo[4.3.1]dec-10-yl]-dimethyl-amine; hydrobromide

: 75210-15-0
3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-1-yl)-phenol; hydrobromide

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

Reference yield:

: 35027-80-6
2-(m-methoxyphenyl)-cycloheptanone

: 75210-15-0
3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-1-yl)-phenol; hydrobromide

Guidance literature:: Multi-step reaction with 11 steps

1: 75.8 percent / TiCl₄ / benzene / 1.) room temp., overnight, 2.) 75-80 deg C, 8 h

2: 78 percent / benzene / 20 h / Heating

3: 90.3 percent / NH₂OH*HCl, NaOAc / dimethylformamide / Ambient temperature

4: 81.9 percent / LiAlH₄ / tetrahydrofuran; dioxane / Heating

5: 73.3 percent / 5percent NaHCO₃ / CH₂Cl₂ / 4 h / Ambient temperature

6: 80.2 percent / pyridine / 4 h / Ambient temperature

7: 44.3 percent / NaI, Zn / 1,2-dimethoxy-ethane / 76 h / Heating

8: 97.7 percent / H₂ / 10percent Pd-C / ethanol / 7.5 h / 70 - 90 °C / 47808 Torr

9: 2.88 g / 20percent KOH / ethanol / 72 h / Heating

10: 20.7 percent / 1.) NaHCO₃, 2.) HBr / dimethylformamide / 150 °C

11: 95 percent / 48percent HBr / acetic acid / Heating

With potassium hydroxide; lithium aluminium tetrahydride; hydroxylamine hydrochloride; hydrogen bromide; hydrogen; sodium acetate; titanium tetrachloride; sodium hydrogencarbonate; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; 1,2-dimethoxyethane; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1248/cpb.28.1022

Reference yield:

: 2082-28-2
1-(m-methoxyphenyl)cycloheptanol

: 75210-15-0
3-((1R,6S,10S)-10-Dimethylamino-bicyclo[4.3.1]dec-1-yl)-phenol; hydrobromide

Guidance literature:: Multi-step reaction with 14 steps

1: oxalic acid / toluene / 16 h / Heating

2: 1.) NaBH₄, BF₃*Et₂O, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) THF, room temp., 15 h, 2.) THF, H₂O, room temp., 1 h

3: 33.6 percent / Na₂Cr₂O₇*2H₂O, conc. H₂SO₄ / diethyl ether; H₂O / 2 h / 5 - 13 °C

4: 75.8 percent / TiCl₄ / benzene / 1.) room temp., overnight, 2.) 75-80 deg C, 8 h

5: 78 percent / benzene / 20 h / Heating

6: 90.3 percent / NH₂OH*HCl, NaOAc / dimethylformamide / Ambient temperature

7: 81.9 percent / LiAlH₄ / tetrahydrofuran; dioxane / Heating

8: 73.3 percent / 5percent NaHCO₃ / CH₂Cl₂ / 4 h / Ambient temperature

9: 80.2 percent / pyridine / 4 h / Ambient temperature

10: 44.3 percent / NaI, Zn / 1,2-dimethoxy-ethane / 76 h / Heating

11: 97.7 percent / H₂ / 10percent Pd-C / ethanol / 7.5 h / 70 - 90 °C / 47808 Torr

12: 2.88 g / 20percent KOH / ethanol / 72 h / Heating

13: 20.7 percent / 1.) NaHCO₃, 2.) HBr / dimethylformamide / 150 °C

14: 95 percent / 48percent HBr / acetic acid / Heating

With potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium dichromate; sulfuric acid; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; hydrogen bromide; hydrogen; dihydrogen peroxide; sodium acetate; oxalic acid; titanium tetrachloride; sodium hydrogencarbonate; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1248/cpb.28.1022