2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrobromide

Base Information

Chemical Name:2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrobromide
CAS No.:135714-93-1
Molecular Formula:BrH*C₁₇H₁₇NO₂
Molecular Weight:348.239
Hs Code.:

Synonyms:2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrobromide

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Chemical Property of 2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrobromide

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Technology Process of 2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrobromide

There total 13 articles about 2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine 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: 92.0%

: 2,3,4,5-tetrahydro-7,8-dimethoxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrochloride

: 135714-93-1
2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrobromide

Guidance literature:: With boron tribromide; In dichloromethane; at 20 ℃; for 24h;

Reference yield:

: 91-16-7
1,2-dimethoxybenzene

: 135714-93-1
2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrobromide

Guidance literature:: Multi-step reaction with 12 steps

1: 1) 98percent H₂SO₄, gl. acetic acid / 1) 70 deg C, 1.5 h, 2) reflux, overnight

2: 1) EtONa, 2) hexamethylphosphoramide / 1) THF, 0.5 h, 2) THF, rt, overnight

3: 73 percent / NaOH / ethanol; H₂O / Heating

4: 60 percent / polyphosphoric acid / 6 h / Ambient temperature

5: 96 percent / NaOH / ethanol; H₂O / Heating

6: 1) Et₃N, 2-chloro-N-methylpyridinium iodide / 1) acetonitrile, 0.5 h, 2) 0.5 h

7: 82 percent / phenyltrimethylammonium tribromide / tetrahydrofuran / 1) 0 deg C, 0.5 h, 2) 1 h, 20 deg C

8: 73 percent / Na / methanol / 2.5 h / Heating

9: 97 percent / BH₃-pyridine complex, trifluoroacetic acid / -12 - 20 °C

10: 84 percent / LiAlH₄ / tetrahydrofuran / 5 h / Heating

11: 92 percent / H₂, conc. HCl / 10percent Pd/C / ethanol / 24 h / 760 Torr

12: 92 percent / BBr₃ / CH₂Cl₂ / 24 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium aluminium tetrahydride; PPA; borane pyridine; sulfuric acid; 2-chloro-1-methyl-pyridinium iodide; hydrogen; sodium ethanolate; sodium; boron tribromide; phenyltrimethylammonium tribromide; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

Reference yield:

: 135714-86-2
1,2,3,4-tetrahydro-6,7-dimethoxy-4-oxo-1-phenylnaphthalene-1-carboxylic acid

: 135714-93-1
2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1,4-methano-1H-3-benzazepine hydrobromide

Guidance literature:: Multi-step reaction with 7 steps

1: 1) Et₃N, 2-chloro-N-methylpyridinium iodide / 1) acetonitrile, 0.5 h, 2) 0.5 h

2: 82 percent / phenyltrimethylammonium tribromide / tetrahydrofuran / 1) 0 deg C, 0.5 h, 2) 1 h, 20 deg C

3: 73 percent / Na / methanol / 2.5 h / Heating

4: 97 percent / BH₃-pyridine complex, trifluoroacetic acid / -12 - 20 °C

5: 84 percent / LiAlH₄ / tetrahydrofuran / 5 h / Heating

6: 92 percent / H₂, conc. HCl / 10percent Pd/C / ethanol / 24 h / 760 Torr

7: 92 percent / BBr₃ / CH₂Cl₂ / 24 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; borane pyridine; 2-chloro-1-methyl-pyridinium iodide; hydrogen; sodium; boron tribromide; phenyltrimethylammonium tribromide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;