trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one

Base Information

• Chemical Name: trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one
• CAS No.: 129385-59-7
• Molecular Formula: C17H14ClNO2
• Molecular Weight: 299.757
• Mol file: 129385-59-7.mol

Synonyms:1H-Dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one,11-chloro-2,3,3a,12b-tetrahydro-2-methyl-, trans-(?à)-

Chemical Property of trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one

Chemical Property:

• Boiling Point: 428.4±45.0 °C(Predicted)
• PKA: -0.70±0.20(Predicted)
• Density: 1.311
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99.00% ^*data from raw suppliers

rel-(3aR,12bR)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: rel-(3aR,12bR)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one is a decomposition compound of Org 5222, a new potential antipsychotic compound.

Technology Process of trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one

There total 7 articles about trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one 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: 86.0%

trans-8-chloro-10,11-dihydro-11-[(methyl-amino)methyl]-dibenz[b,f]oxepin-10-carboxylic acid hydrochloride → trans-(3a,12b)-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-C]pyrrol-1-one (129385-59-7,1180843-77-9,165890-26-6)

Guidance literature:

With silica gel; In xylene; Product distribution / selectivity; Heating / reflux;

Reference yield: 50.0%

11-chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one (1012884-46-6) → trans-(3a,12b)-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-C]pyrrol-1-one (129385-59-7,1180843-77-9,165890-26-6) + cis-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one (1180843-77-9,165890-26-6)

Guidance literature:

With magnesium; In methanol; for 2h; Reflux;

Reference yield: 38.0%

cis-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one (1180843-77-9,165890-26-6) → trans-(3a,12b)-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-C]pyrrol-1-one (129385-59-7,1180843-77-9,165890-26-6)

Guidance literature:

cis-(3a,12b)-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-C]pyrrol-1-one; With DBN; In toluene; at 20 ℃; for 1h;

With acetic acid; In water; toluene; for 0.25h; pH=4.0; Product distribution / selectivity;

upstream raw materials:

trans-5-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz<2,3:6,7>oxepino<4,5-c>pyrrolidine maleate

11-chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one

cis-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one

11-chloro-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one

Downstream raw materials:

trans-5-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz<2,3:6,7>oxepino<4,5-c>pyrrolidine maleate

asenapine

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF ASENAPINE MALEATE". Paragraph 0054. . Retrieved 2015/04/28.
• 2、 -. "PROCESS FOR THE PREPARATION OF ASENAPINE INTERMEDIATE". Page/Page column 8; 9. . Retrieved 2013/06/27.