(+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene hydrochloride

Base Information

Chemical Name:(+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene hydrochloride
CAS No.:135715-08-1
Molecular Formula:C₂₀H₂₃NO₂*ClH
Molecular Weight:345.869
Hs Code.:

Synonyms:(+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene hydrochloride

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Chemical Property of (+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene hydrochloride

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Technology Process of (+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene hydrochloride

There total 10 articles about (+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene 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: 59.0%

: 135715-07-0
(+/-)-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-10-trifluoroacetylamino-6,9-methano-5H-benzocyclohepten-5-one

: 135715-08-1
(+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene hydrochloride

Guidance literature:: With borane pyridine; trifluoroacetic acid; at 20 ℃; for 3.5h;

Reference yield:

: 91-16-7
1,2-dimethoxybenzene

: 135715-08-1
(+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene hydrochloride

Guidance literature:: Multi-step reaction with 7 steps

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

2: 1) LDA, 2) HMPA / 1) THF, -72 deg C, 0.5 h, 2a) THF, 1 h, -72 deg C, b) -72 deg C to rt, overnight

3: 67 percent / trifluoroacetic anhydride, trifluoroacetic acid / 20 h / 70 °C

4: 88 percent / NH₂OH*HCl, pyridine / ethanol / 1.5 h / Heating

5: 58 percent / H₂, acetic acid / 10percent Pd/C / 24 h / 750.06 Torr

6: 90 percent / CH₂Cl₂ / 0.17 h / Ambient temperature

7: 59 percent / BH₃-pyridine complex, trifluoroacetic acid / 3.5 h / 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; borane pyridine; sulfuric acid; hydroxylamine hydrochloride; hydrogen; acetic acid; trifluoroacetic acid; trifluoroacetic anhydride; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; dichloromethane;

Reference yield:

: 97611-71-7
ethyl α-phenyl-3,4-dimethoxyphenylacetate

: 135715-08-1
(+/-)-10-amino-6,7,8,9-tetrahydro-2,3-dimethoxy-9-phenyl-6,9-methano-5H-benzocycloheptene hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1: 1) LDA, 2) HMPA / 1) THF, -72 deg C, 0.5 h, 2a) THF, 1 h, -72 deg C, b) -72 deg C to rt, overnight

2: 67 percent / trifluoroacetic anhydride, trifluoroacetic acid / 20 h / 70 °C

3: 88 percent / NH₂OH*HCl, pyridine / ethanol / 1.5 h / Heating

4: 58 percent / H₂, acetic acid / 10percent Pd/C / 24 h / 750.06 Torr

5: 90 percent / CH₂Cl₂ / 0.17 h / Ambient temperature

6: 59 percent / BH₃-pyridine complex, trifluoroacetic acid / 3.5 h / 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; borane pyridine; hydroxylamine hydrochloride; hydrogen; acetic acid; trifluoroacetic acid; trifluoroacetic anhydride; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; dichloromethane;