6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol

Base Information

Chemical Name:6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol
CAS No.:87863-72-7
Molecular Formula:C₂₀H₂₄ClNO₃
Molecular Weight:361.868
Hs Code.:

Synonyms:6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol

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Chemical Property of 6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol

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Technology Process of 6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol

There total 16 articles about 6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol 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:

: 100166-60-7
6-Chloro-7,8-dimethoxy-1-(4-methoxy-phenyl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carbaldehyde

: 87863-72-7
6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol

Guidance literature:: With borane; In tetrahydrofuran; for 2.5h; Yield given; Ambient temperature;
DOI:10.1021/jm00155a024

Reference yield:

: 621-59-0
isovanillin

: 87863-72-7
6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol

Guidance literature:: Multi-step reaction with 10 steps

1: 90 percent / Cl₂

2: 66 percent / K₂CO₃ / dimethylformamide / 0.08 h / Heating

3: 100 percent / NaBH₄ / aq. ethanol / 1 h / 25 °C

4: 97 percent / 12N aq. HCl

5: 96 percent / dimethylsulfoxide / 1.25 h

6: 74 percent / borane / tetrahydrofuran / 1.5 h / Heating

7: 19 percent / 2.5 h / Heating

8: 69 percent / TFA, 36 N H₂SO₄ / 3.5 h / 25 °C

9: 24 h / 25 °C

10: BH₃ / tetrahydrofuran / 16 h / 25 °C

With hydrogenchloride; sodium tetrahydroborate; sulfuric acid; borane; chlorine; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00161a029

Reference yield:

: 7537-07-7
2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile

: 87863-72-7
6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / borane / tetrahydrofuran / 1.5 h / Heating

2: 19 percent / 2.5 h / Heating

3: 69 percent / TFA, 36 N H₂SO₄ / 3.5 h / 25 °C

4: 24 h / 25 °C

5: BH₃ / tetrahydrofuran / 16 h / 25 °C

With sulfuric acid; borane; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1021/jm00161a029