3-Methoxy-7,9,10,11,11a,12-hexahydrobenzo[f]pyrrolo[1,2-b]isoquinoline

Base Information

• Chemical Name: 3-Methoxy-7,9,10,11,11a,12-hexahydrobenzo[f]pyrrolo[1,2-b]isoquinoline
• CAS No.: 82589-57-9
• Molecular Formula: C₁₇H₁₉NO
• Molecular Weight: 253.344
• NSC Number: 321154
• Mol file: 82589-57-9.mol

Synonyms:82589-57-9;3-methoxy-7,9,10,11,11a,12-hexahydrobenzo[f]pyrrolo[1,2-b]isoquinoline;NSC321154;NSC 321154;BRN 4481761;3-Methoxy-7,9,10,11,11a,12-hexahydrobenzo(f)pyrolo(1,2-b)isoquinoline;Benzo(f)pyrrolo(1,2-b)isoquinoline, 7,9,10,11,11a,12-hexahydro-3-methoxy-;NSC-321154

Chemical Property of 3-Methoxy-7,9,10,11,11a,12-hexahydrobenzo[f]pyrrolo[1,2-b]isoquinoline

Chemical Property:

• Vapor Pressure: 6.83E-07mmHg at 25°C
• Boiling Point: 408.8°C at 760 mmHg
• Flash Point: 120.1°C
• Density: 1.18g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 253.146664230
• Heavy Atom Count: 19
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C3=C(CN4CCCC4C3)C=C2

Technology Process of 3-Methoxy-7,9,10,11,11a,12-hexahydrobenzo[f]pyrrolo[1,2-b]isoquinoline

There total 9 articles about 3-Methoxy-7,9,10,11,11a,12-hexahydrobenzo[f]pyrrolo[1,2-b]isoquinoline 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:

3-Methoxy-10,11,11a,12-tetrahydro-9H-benzo[f]pyrrolo[1,2-b]isoquinolinylium; chloride → 3-Methoxy-7,9,10,11,11a,12-hexahydrobenzopyrrolo<1,2-b>isoquinoline (82589-57-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; Yield given; Ambient temperature;

Reference yield:

6-methoxy-1-naphthalaldehyde (3597-42-0) → 3-Methoxy-7,9,10,11,11a,12-hexahydrobenzopyrrolo<1,2-b>isoquinoline (82589-57-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 88.6 percent / piperidine acetate / toluene / Heating

2: 90 percent / LiAlH₄ / tetrahydrofuran / Heating

3: 50percent aq. sulphuric acid / a. water removed, b. 130-140 deg C (15mm), 2h

4: 10percent aq. NaOH / Heating

5: 82.3 percent / Heating

6: POCl₃ / toluene / 95 °C

7: NaBH₄ / methanol / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; piperdinium acetate; trichlorophosphate; In tetrahydrofuran; methanol; toluene;

Reference yield:

1-Hydroxymethyl-6-methoxynaphthalene (61109-49-7) → 3-Methoxy-7,9,10,11,11a,12-hexahydrobenzopyrrolo<1,2-b>isoquinoline (82589-57-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 85.1 percent / MnO₂ / benzene / 6 h / Heating

2: 88.6 percent / piperidine acetate / toluene / Heating

3: 90 percent / LiAlH₄ / tetrahydrofuran / Heating

4: 50percent aq. sulphuric acid / a. water removed, b. 130-140 deg C (15mm), 2h

5: 10percent aq. NaOH / Heating

6: 82.3 percent / Heating

7: POCl₃ / toluene / 95 °C

8: NaBH₄ / methanol / Ambient temperature

With manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; piperdinium acetate; trichlorophosphate; In tetrahydrofuran; methanol; toluene; benzene;

upstream raw materials:

6-methoxy-1-naphthalaldehyde

1-Hydroxymethyl-6-methoxynaphthalene

Ethyl 6-methoxy-1-naphthoate

4-Amino-5-(6-methoxy-naphthalen-1-yl)-pentan-1-ol

Refernces