trans-octahydro-2H-1,4-benzoxazine(SALTDATA: HBr)

Base Information

• Chemical Name: trans-octahydro-2H-1,4-benzoxazine(SALTDATA: HBr)
• CAS No.: 74572-19-3
• Molecular Formula: C₈H₁₅NO
• Molecular Weight: 141.213
• Mol file: 74572-19-3.mol

Synonyms:trans-octahydro-2H-1,4-benzoxazine(SALTDATA: HBr);Octahydro-2H-1,4-benzoxazine hydrobromide;octahydro-2H-benzo[b][1,4]oxazine hydrobromide

Chemical Property of trans-octahydro-2H-1,4-benzoxazine(SALTDATA: HBr)

Chemical Property:

• PSA: 21.26000
• LogP: 2.20430

Purity/Quality:

98% ^*data from raw suppliers

Octahydro-2H-1,4-benzoxazine hydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-octahydro-2H-1,4-benzoxazine(SALTDATA: HBr)

There total 24 articles about trans-octahydro-2H-1,4-benzoxazine(SALTDATA: HBr) 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: 82.0%

rac-trans-Octahydro-2H-1,4-benzoxazin-3-one (126936-85-4,127958-64-9,134961-96-9,142034-77-3,142034-78-4) → (±)-(4aR*,8aR*)-octahydro-2H-1,4-benzoxazine (74572-19-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1055/s-0034-1379641

Reference yield:

(+/-)-trans-2-aminocyclohexanol (931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5,931-15-7) → (±)-(4aR*,8aR*)-octahydro-2H-1,4-benzoxazine (74572-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / water; tetrahydrofuran / 1 h / -10 °C

2: potassium tert-butylate / dichloromethane; isopropyl alcohol / 1 h / 0 - 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C

With lithium aluminium tetrahydride; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol;

DOI:10.1055/s-0034-1379641

Reference yield:

(1R,2R)-2-aminocyclohexanol (931-15-7,931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5) → (trans-4a,8a)-octahydro-2H-1,4-benzoxazine (74609-51-1,74572-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 16 h / -10 - 20 °C

2: sodium hydride / tetrahydrofuran; mineral oil / 16 h / 0 - 20 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 °C / Reflux

With lithium aluminium tetrahydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;

upstream raw materials:

trans-RS-N-(β-hydroxyethyl)-2-amino-1-cyclohexanol

trans-RS-N-p-toluensulphonyl-octahydro-1,4-benzoxazine

cyclohexane-1,2-epoxide

Toluene-4-sulfonic acid 2-[(2-hydroxy-cyclohexyl)-(toluene-4-sulfonyl)-amino]-ethyl ester

Refernces

• 1、 -. "CYCLIC AMIDE DERIVATIVES AS INHIBITORS OF 11 - BETA - HYDROXYSTEROID DEHYDROGENASE AND USES THEREOF". . . Retrieved 2015/06/17.
• 2、 -. "CYCLIC AMIDE DERIVATIVES AS INHIBITORS OF 11 - BETA - HYDROXYSTEROID DEHYDROGENASE AND USES THEREOF". . . Retrieved 2013/09/12.