6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine hydrochloride

Base Information

Chemical Name:6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine hydrochloride
CAS No.:110038-81-8
Molecular Formula:C₁₇H₁₈ClNO₃*ClH
Molecular Weight:356.249
Hs Code.:

Synonyms:6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine hydrochloride

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Chemical Property of 6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine hydrochloride

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Technology Process of 6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine hydrochloride

There total 11 articles about 6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine 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: 81.0%

: 110039-03-7
4-Chloro-6,7,8,9-tetrahydro-9-(4-methoxyphenyl)-5H-1,3-dioxolo<4,5-h><3>-benzazepine hydrochloride

: 110038-81-8
6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine hydrochloride

Guidance literature:: With methanol; boron trichloride; In dichloromethane; for 5h;
DOI:10.1002/jhet.5570230641

Reference yield:

: 5417-17-4
2-chloro-3,4-dimethoxybenzaldehyde

: 110038-81-8
6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine hydrochloride

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / BBr₃ / CH₂Cl₂

2: 1.) KF; / 1.) DMF, room temperature, 2.5 h, 2.) 115 deg C, 1.5 h;

3: 86 percent / NaBH₄ / propan-2-ol / 1 h / 70 °C

4: 89 percent / SOCl₂ / CH₂Cl₂ / 1.5 h / Heating

5: 98 percent / dimethylsulfoxide / 3 h / Ambient temperature

6: 85 percent / aq. 25percent NaOH / ethanol / 48 h / Heating

7: SOCl₂ / CH₂Cl₂ / 2.5 h / Heating

8: K₂CO₃ / H₂O; toluene; CH₂Cl₂ / 1 h

9: 65 percent / 1.) borane-tetrahydrofuran, 2.) methanol, 3.) HCl; / 1.) THF, reflux, 1.5 h, 2.) reflux, 2 h, 3.) ether;

10: 41 percent / 1.) conc. H₂SO₄, 2.) 15 N NH₄OH, 3.) HCl gas; / trifluoroacetic acid / 0.25 h / Heating

11: 81 percent / 1.) BCl₃, 2.) methanol; / CH₂Cl₂ / 5 h

With hydrogenchloride; methanol; potassium fluoride; ammonium hydroxide; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; borane-THF; sulfuric acid; boron trichloride; boron tribromide; potassium carbonate; In ethanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene; trifluoroacetic acid;
DOI:10.1002/jhet.5570230641

Reference yield:

: 32864-11-2
2-Chloro-3,4-dihydroxybenzaldehyde

: 110038-81-8
6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(4-methoxyphenyl)-1H-3-benzazepine hydrochloride

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) KF; / 1.) DMF, room temperature, 2.5 h, 2.) 115 deg C, 1.5 h;

2: 86 percent / NaBH₄ / propan-2-ol / 1 h / 70 °C

3: 89 percent / SOCl₂ / CH₂Cl₂ / 1.5 h / Heating

4: 98 percent / dimethylsulfoxide / 3 h / Ambient temperature

5: 85 percent / aq. 25percent NaOH / ethanol / 48 h / Heating

6: SOCl₂ / CH₂Cl₂ / 2.5 h / Heating

7: K₂CO₃ / H₂O; toluene; CH₂Cl₂ / 1 h

8: 65 percent / 1.) borane-tetrahydrofuran, 2.) methanol, 3.) HCl; / 1.) THF, reflux, 1.5 h, 2.) reflux, 2 h, 3.) ether;

9: 41 percent / 1.) conc. H₂SO₄, 2.) 15 N NH₄OH, 3.) HCl gas; / trifluoroacetic acid / 0.25 h / Heating

10: 81 percent / 1.) BCl₃, 2.) methanol; / CH₂Cl₂ / 5 h

With hydrogenchloride; methanol; potassium fluoride; ammonium hydroxide; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; borane-THF; sulfuric acid; boron trichloride; potassium carbonate; In ethanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene; trifluoroacetic acid;
DOI:10.1002/jhet.5570230641