1-benzyl-6-methoxy-1,2,3,4,4a,5-hexahydro-benzo[g]quinoline

Base Information

• Chemical Name: 1-benzyl-6-methoxy-1,2,3,4,4a,5-hexahydro-benzo[g]quinoline
• CAS No.: 1028273-75-7
• Molecular Formula: C₂₁H₂₃NO
• Molecular Weight: 305.42
• Mol file: 1028273-75-7.mol

Synonyms:

Chemical Property of 1-benzyl-6-methoxy-1,2,3,4,4a,5-hexahydro-benzo[g]quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-6-methoxy-1,2,3,4,4a,5-hexahydro-benzo[g]quinoline

There total 6 articles about 1-benzyl-6-methoxy-1,2,3,4,4a,5-hexahydro-benzo[g]quinoline 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-benzyl-6-methoxy-3,4,4a,5-tetrahydro-1H-benzo[g]quinolin-2-one (1026500-90-2) → 1-benzyl-6-methoxy-1,2,3,4,4a,5-hexahydro-benzo[g]quinoline (1028273-75-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 15h; Ambient temperature;

DOI:10.1021/jm980284m

Reference yield:

5-methoxy-2-tetralone (32940-15-1) → 1-benzyl-6-methoxy-1,2,3,4,4a,5-hexahydro-benzo[g]quinoline (1028273-75-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) (CH₃O)2CO, CH₃ONa, 2. LDA, 3.) LiCl

2: p-TsOH / Heating

3: 1.) sisiamylborane, 2.) 3N aq. NaOH, 30 percent aq. H₂O₂ / 1.) THF, 0 deg C, 1 h, 2.) THF, RT, 1 h

4: CrO₃, H₂SO₄

5: H₂SO₄ / 16 h / Ambient temperature

6: glacial acetic acid / benzene / 5 h / Heating

7: LiAlH₄ / diethyl ether / 15 h / Ambient temperature

With chromium(VI) oxide; sodium hydroxide; lithium aluminium tetrahydride; sulfuric acid; dihydrogen peroxide; sodium methylate; bis-(1,2-dimethylpropyl)borane; toluene-4-sulfonic acid; acetic acid; carbonic acid dimethyl ester; lithium chloride; lithium diisopropyl amide; In diethyl ether; benzene;

DOI:10.1021/jm980284m

Reference yield:

5-methoxy-3-(2-propenyl)-2-tetralone ethylene ketal (101691-61-6) → 1-benzyl-6-methoxy-1,2,3,4,4a,5-hexahydro-benzo[g]quinoline (1028273-75-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) sisiamylborane, 2.) 3N aq. NaOH, 30 percent aq. H₂O₂ / 1.) THF, 0 deg C, 1 h, 2.) THF, RT, 1 h

2: CrO₃, H₂SO₄

3: H₂SO₄ / 16 h / Ambient temperature

4: glacial acetic acid / benzene / 5 h / Heating

5: LiAlH₄ / diethyl ether / 15 h / Ambient temperature

With chromium(VI) oxide; sodium hydroxide; lithium aluminium tetrahydride; sulfuric acid; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; acetic acid; In diethyl ether; benzene;

DOI:10.1021/jm980284m

upstream raw materials:

1-benzyl-6-methoxy-3,4,4a,5-tetrahydro-1H-benzo[g]quinolin-2-one

5-methoxy-2-tetralone

3-allyl-5-methoxy-3,4-dihydronaphthalen-2(1H)-one

5-methoxy-3-(2-propenyl)-2-tetralone ethylene ketal

Downstream raw materials:

cis-1-benzyl-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzoquinoline