spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})]

Base Information

• Chemical Name: spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})]
• CAS No.: 1421699-43-5
• Molecular Formula: C₄₀H₃₆N₂O₂Si
• Molecular Weight: 604.824
• Mol file: 1421699-43-5.mol

Synonyms:spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})]

Chemical Property of spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})]

There total 4 articles about spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})] 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: 45.0%

5-{1-[2-(N,N-dimethylamino)ethyl]indol-3-yl}-10,11-dihydro-5H-dibenzo-[a,d]cycloheptene-5-carboxylic acid (1421699-38-8) + diphenylsilyl dichloride (80-10-4) → spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})] (1421699-43-5)

Guidance literature:

5-{1-[2-(N,N-dimethylamino)ethyl]indol-3-yl}-10,11-dihydro-5H-dibenzo-[a,d]cycloheptene-5-carboxylic acid; With methyllithium; In diethyl ether; at -78 - 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

diphenylsilyl dichloride; In tetrahydrofuran; diethyl ether; at 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201202298

Reference yield:

indole (120-72-9) → spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})] (1421699-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 48 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / 0.2 h / Reflux

3.1: methyllithium / diethyl ether / 16 h / -78 - 20 °C / Schlenk technique; Inert atmosphere

3.2: 20 °C / Schlenk technique; Inert atmosphere

With methyllithium; potassium hydroxide; In diethyl ether; acetic acid; dimethyl sulfoxide;

DOI:10.1002/chem.201202298

Reference yield:

10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one (1210-35-1) → spiro[10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5,1'-(4',4'-diphenyl{3'-oxa-4'-silacyclohexan-2'-one[4'a,9'b-b']-5'-[2''-(N,N-dimethylamino)ethyl]indole})] (1421699-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium / tetrahydrofuran / 20 - 70 °C / Inert atmosphere

2.1: acetic acid / 0.2 h / Reflux

3.1: methyllithium / diethyl ether / 16 h / -78 - 20 °C / Schlenk technique; Inert atmosphere

3.2: 20 °C / Schlenk technique; Inert atmosphere

With methyllithium; sodium; In tetrahydrofuran; diethyl ether; acetic acid;

DOI:10.1002/chem.201202298

upstream raw materials:

indole

10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one

2-(1H-indol-1-yl)-N,N-dimethylethan-1-amine

5-{1-[2-(N,N-dimethylamino)ethyl]indol-3-yl}-10,11-dihydro-5H-dibenzo-[a,d]cycloheptene-5-carboxylic acid