7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde

Base Information

Chemical Name:7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde
CAS No.:213971-64-3
Molecular Formula:C₂₂H₂₂O₃
Molecular Weight:334.415
Hs Code.:

Synonyms:7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde

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Chemical Property of 7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde

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Technology Process of 7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde

There total 11 articles about 7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde 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:

: 74866-17-4
3,4-dimethoxy-2-methyl-1-bromobenzene

: 213971-64-3
7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) Mg / 1.) THF, reflux, 1 h, 2.) THF, RT, 1 h

2: aq. KOH / ethanol / 3 h / Heating

3: 79 percent / H₂ / 10percent Pd/C / acetic acid / 20 h / 60 °C / 3102.9 Torr

4: 83 percent / polyphosphoric ester / CH₂Cl₂ / 1 h / Heating

5: 1.) sodium borohydride, 2.) 6 M HCl / 1.) 2-propanol, reflux, 1 h, 2.) 2-propanol, reflux, 1 h

6: bromine / CH₂Cl₂

7: DMF / 1 h / 60 - 70 °C

8: 83 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / benzene / 2 h

9: 1.) n-BuLi / 1.) ether, hexane, 0 deg C, 15 min, 2.) ether, hexane, RT, 1 h

10: H₂ / 10percent Pd/C / ethanol / 2 h / 3102.9 Torr / Ambient temperature

11: 1.) TiCl₄, 2.) 6 M HCl / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; polyphosphoric ester; hydrogen; bromine; titanium tetrachloride; magnesium; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid; benzene;
DOI:10.1021/jm980334n

Reference yield:

: 170962-35-3
1,2-Dihydro-6,7-dimethoxy-2,8-dimethylnaphthalene

: 213971-64-3
7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: bromine / CH₂Cl₂

2: DMF / 1 h / 60 - 70 °C

3: 83 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / benzene / 2 h

4: 1.) n-BuLi / 1.) ether, hexane, 0 deg C, 15 min, 2.) ether, hexane, RT, 1 h

5: H₂ / 10percent Pd/C / ethanol / 2 h / 3102.9 Torr / Ambient temperature

6: 1.) TiCl₄, 2.) 6 M HCl / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂

With hydrogenchloride; n-butyllithium; hydrogen; bromine; titanium tetrachloride; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In ethanol; dichloromethane; benzene;
DOI:10.1021/jm980334n

Reference yield:

: 213971-19-8
3,4-Dihydro-6,7-dimethoxy-3,5-dimethyl-1(2H)-naphthalenone

: 213971-64-3
7-Benzyl-2,3-dimethoxy-4,6-dimethyl-naphthalene-1-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) sodium borohydride, 2.) 6 M HCl / 1.) 2-propanol, reflux, 1 h, 2.) 2-propanol, reflux, 1 h

2: bromine / CH₂Cl₂

3: DMF / 1 h / 60 - 70 °C

4: 83 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / benzene / 2 h

5: 1.) n-BuLi / 1.) ether, hexane, 0 deg C, 15 min, 2.) ether, hexane, RT, 1 h

6: H₂ / 10percent Pd/C / ethanol / 2 h / 3102.9 Torr / Ambient temperature

7: 1.) TiCl₄, 2.) 6 M HCl / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; hydrogen; bromine; titanium tetrachloride; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In ethanol; dichloromethane; benzene;
DOI:10.1021/jm980334n