Carbamic acid, dimethyl-, 1-[2-(4-chlorophenoxy)ethyl]-2,3,4,5-tetrahydro-1H-2-benzazepin-7-yl ester

Base Information

Chemical Name:Carbamic acid, dimethyl-, 1-[2-(4-chlorophenoxy)ethyl]-2,3,4,5-tetrahydro-1H-2-benzazepin-7-yl ester
CAS No.:649722-79-2
Molecular Formula:C₂₁H₂₅ClN₂O₃
Molecular Weight:388.894
Hs Code.:

Synonyms:

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Chemical Property of Carbamic acid, dimethyl-, 1-[2-(4-chlorophenoxy)ethyl]-2,3,4,5-tetrahydro-1H-2-benzazepin-7-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Carbamic acid, dimethyl-, 1-[2-(4-chlorophenoxy)ethyl]-2,3,4,5-tetrahydro-1H-2-benzazepin-7-yl ester

There total 13 articles about Carbamic acid, dimethyl-, 1-[2-(4-chlorophenoxy)ethyl]-2,3,4,5-tetrahydro-1H-2-benzazepin-7-yl ester 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:

: 1-[2-(4-chloro-phenoxy)-ethyl]-7-dimethylcarbamoyloxy-1,3,4,5-tetrahydro-benzo[c]azepine-2-carboxylic acid tert-butyl ester

: 649722-79-2
dimethylcarbamic acid 1-[2-(4-chlorophenoxy)ethyl]-2,3,4,5-tetrahydro-1H-benzo[c]azepin-7-yl ester

Guidance literature:: With hydrogenchloride; In ethyl acetate; at 20 ℃; for 12h;
DOI:10.1016/S0968-0896(03)00452-8

Reference yield:

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 649722-79-2
dimethylcarbamic acid 1-[2-(4-chlorophenoxy)ethyl]-2,3,4,5-tetrahydro-1H-benzo[c]azepin-7-yl ester

Guidance literature:: Multi-step reaction with 14 steps

1.1: 30 percent / NaH / dimethylformamide / 2 h / 20 °C

2.1: 4.14 g / pyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: 2.11 g / Pd(PPh₃)4; LiCl; 2,6-di-t-butylphenol / dioxane / 3 h / 100 °C

4.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.33 h / -78 °C

4.2: 99 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.1: 97 percent / LiBH₄ / tetrahydrofuran / 1 h / 20 °C

6.1: 70 percent / 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 5 h / 20 °C

7.1: 78 percent / triphenylphosphine; carbon tetrabromide / CH₂Cl₂ / 1 h / 20 °C

8.1: 72 percent / acetonitrile / 12 h / 20 °C

9.1: 89 percent / triethylamine / tetrahydrofuran / 3 h / 50 °C

10.1: 96 percent / (1,3-dimesitylimidazolidin-2-yl)[P(c-hexyl)3]Ru(=CHPh)Cl₂ / CH₂Cl₂ / 3 h / 45 °C

11.1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

12.1: 91 percent / H₂ / Pd/C / methanol / 1 h / 20 °C

13.1: triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran; toluene / 1 h / 20 °C

14.1: HCl / ethyl acetate / 12 h / 20 °C

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; dmap; lithium borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; carbon tetrabromide; 2,6-di-tert-butylphenol; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine; triphenylphosphine; lithium chloride; lithium diisopropyl amide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: Stille reaction / 13.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(03)00452-8

Reference yield:

: 444646-64-4
4-formyl-3-hydroxy-phenyl dimethylcarbamate

: 649722-79-2
dimethylcarbamic acid 1-[2-(4-chlorophenoxy)ethyl]-2,3,4,5-tetrahydro-1H-benzo[c]azepin-7-yl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: 4.14 g / pyridine / CH₂Cl₂ / 1 h / 0 °C

2.1: 2.11 g / Pd(PPh₃)4; LiCl; 2,6-di-t-butylphenol / dioxane / 3 h / 100 °C

3.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 99 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.1: 97 percent / LiBH₄ / tetrahydrofuran / 1 h / 20 °C

5.1: 70 percent / 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 5 h / 20 °C

6.1: 78 percent / triphenylphosphine; carbon tetrabromide / CH₂Cl₂ / 1 h / 20 °C

7.1: 72 percent / acetonitrile / 12 h / 20 °C

8.1: 89 percent / triethylamine / tetrahydrofuran / 3 h / 50 °C

9.1: 96 percent / (1,3-dimesitylimidazolidin-2-yl)[P(c-hexyl)3]Ru(=CHPh)Cl₂ / CH₂Cl₂ / 3 h / 45 °C

10.1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

11.1: 91 percent / H₂ / Pd/C / methanol / 1 h / 20 °C

12.1: triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran; toluene / 1 h / 20 °C

13.1: HCl / ethyl acetate / 12 h / 20 °C

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; dmap; lithium borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; carbon tetrabromide; 2,6-di-tert-butylphenol; tetrabutyl ammonium fluoride; hydrogen; triethylamine; triphenylphosphine; lithium chloride; lithium diisopropyl amide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; ethyl acetate; toluene; acetonitrile; 2.1: Stille reaction / 12.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(03)00452-8