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

Base Information

Chemical Name:cis-1-benzyl-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzoquinoline
CAS No.:114916-49-3
Molecular Formula:C₂₁H₂₅NO
Molecular Weight:307.436
Hs Code.:

cis-1-benzyl-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzo<g>quinoline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 7 articles about cis-1-benzyl-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzoquinoline 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: 91.0%

: 100-44-7
benzyl chloride

: 94403-19-7,94403-21-1
(4aS,10aR)-6-Methoxy-1,2,3,4,4a,5,10,10a-octahydro-benzo[g]quinoline

: 114916-49-3,114916-51-7
cis-1-benzyl-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzoquinoline

Guidance literature:: With potassium carbonate; In acetonitrile; for 8h;
DOI:10.1016/S0040-4020(01)87725-5

Reference yield:

: 32940-15-1
5-methoxy-2-tetralone

: 114916-49-3,114916-51-7
cis-1-benzyl-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzoquinoline

Guidance literature:: Multi-step reaction with 8 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

8: NaBH₄, 2-propanol / 15 h / Ambient temperature

With chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; dihydrogen peroxide; sodium methylate; bis-(1,2-dimethylpropyl)borane; toluene-4-sulfonic acid; acetic acid; isopropyl alcohol; carbonic acid dimethyl ester; lithium chloride; lithium diisopropyl amide; In diethyl ether; benzene;
DOI:10.1021/jm980284m

Reference yield:

: 101691-60-5
3-allyl-5-methoxy-3,4-dihydronaphthalen-2(1H)-one

: 114916-49-3,114916-51-7
cis-1-benzyl-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzoquinoline

Guidance literature:: Multi-step reaction with 7 steps

1: p-TsOH / Heating

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

3: CrO₃, H₂SO₄

4: H₂SO₄ / 16 h / Ambient temperature

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

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

7: NaBH₄, 2-propanol / 15 h / Ambient temperature

With chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; toluene-4-sulfonic acid; acetic acid; isopropyl alcohol; In diethyl ether; benzene;
DOI:10.1021/jm980284m