3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

Base Information

Chemical Name:3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene
CAS No.:1619923-82-8
Molecular Formula:C₂₃H₂₂ClNO
Molecular Weight:363.887
Hs Code.:

Synonyms:3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

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Chemical Property of 3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

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Technology Process of 3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

There total 7 articles about 3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene 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:

: 1075-77-0
4-chlorocinnamaldehyde

: 1619923-74-8
o-(tributylstannylmethyl)benzylideneaniline

: 1619923-82-8
3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

: 3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

Guidance literature:: 4-chlorocinnamaldehyde; o-(tributylstannylmethyl)benzylideneaniline; With acetic acid; L-proline; In methanol; acetonitrile; at 20 ℃; for 5h;

With sodium tetrahydroborate; In methanol; water; at 20 ℃; for 1h; Overall yield = 60 %; enantioselective reaction;
DOI:10.1016/j.tetlet.2014.05.107

Reference yield:

: 113431-27-9
o-(hydroxymethyl)benzyltributylstannane

: 1619923-82-8
3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

: 3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

Guidance literature:: Multi-step reaction with 3 steps

1.1: dipyridinium dichromate; aluminum oxide / dichloromethane / 3.5 h / 20 °C

2.1: benzene / 48 h / 20 °C / Molecular sieve

3.1: L-proline; acetic acid / methanol; acetonitrile / 5 h / 20 °C

3.2: 1 h / 20 °C

With aluminum oxide; dipyridinium dichromate; acetic acid; L-proline; In methanol; dichloromethane; acetonitrile; benzene; 3.1: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tetlet.2014.05.107

Reference yield:

: 89-95-2
2-methyl-benzyl alcohol

: 1619923-82-8
3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

: 3-(p-chlorophenyl)-2-hydroxymethyl-1-phenylamino-1,2,3,4-tetrahydronaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / diethyl ether; hexane / Reflux

1.2: 1 h / 20 °C

2.1: dipyridinium dichromate; aluminum oxide / dichloromethane / 3.5 h / 20 °C

3.1: benzene / 48 h / 20 °C / Molecular sieve

4.1: L-proline; acetic acid / methanol; acetonitrile / 5 h / 20 °C

4.2: 1 h / 20 °C

With aluminum oxide; dipyridinium dichromate; n-butyllithium; acetic acid; L-proline; In methanol; diethyl ether; hexane; dichloromethane; acetonitrile; benzene; 4.1: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tetlet.2014.05.107