Benzoic acid, 2-[(dimethylamino)methyl]-6-methoxy-, methyl ester

Base Information

Chemical Name:Benzoic acid, 2-[(dimethylamino)methyl]-6-methoxy-, methyl ester
CAS No.:91127-29-6
Molecular Formula:C12H17NO3
Molecular Weight:223.272
Hs Code.:

Synonyms:

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Chemical Property of Benzoic acid, 2-[(dimethylamino)methyl]-6-methoxy-, methyl ester

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Technology Process of Benzoic acid, 2-[(dimethylamino)methyl]-6-methoxy-, methyl ester

There total 1 articles about Benzoic acid, 2-[(dimethylamino)methyl]-6-methoxy-, methyl ester 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: 90.0%

: 15184-99-3
N,N-dimethyl-3-methoxybenzylamine

: 616-38-6
carbonic acid dimethyl ester

: 91127-29-6
Methyl 6-<(N,N-dimethylamino)methyl>-2-methoxybenzoate

Guidance literature:: With n-butyllithium; In diethyl ether; at 25 ℃; for 20h;
DOI:10.1021/jo01297a054

Reference yield: 95.0%

: 91127-29-6
Methyl 6-<(N,N-dimethylamino)methyl>-2-methoxybenzoate

: 79-22-1
methyl chloroformate

: 91127-30-9
Methyl-6-(chloromethyl)-2-methoxybenzoate

Guidance literature:: In tetrahydrofuran; at 25 ℃; for 16h;
DOI:10.1021/jo01297a054

Reference yield:

: 91127-29-6
Methyl 6-<(N,N-dimethylamino)methyl>-2-methoxybenzoate

: 91127-24-1
(+/-)-(4bβ,10α)-Benzyl (8,8-ethylenedioxy)-2-methoxy-1-(methoxycarbonyl)-7-<(methoxymethyl)oxy>gibba-1,3,4a(10a)-triene-10-carboxylate

Guidance literature:: Multi-step reaction with 16 steps

1: 95 percent / tetrahydrofuran / 18 h / 25 °C

2: NaI / acetone / 1.5 h

3: tetrahydrofuran / 16 h / 1) 0 deg C 2) 16h, room temperature

4: 1) PPA / 1) 30 min, 60 deg C 2) THF, water, HCl, 2h

5: hydrogen chloride gas / Ambient temperature

6: 93 percent / KOH / tetrahydrofuran; methanol; H₂O / 2 h / 25 °C

7: 90 percent / 1,2-dichloro-ethane / 3 h / Heating

8: 8.1 g / oxalyl chloride, DMF / CH₂Cl₂ / 1) 0 deg C 2) room temperature

9: 8.0 g / diethyl ether; CH₂Cl₂ / 1) -20 deg C 2) room temperature

10: 71 percent / CF₃CO₂H / CH₂Cl₂ / 0.42 h / -20 °C

11: 89 percent / K₂CO₃, KHCO₃ / tetrahydrofuran; methanol; H₂O / 1) 1h, reflux 2) 0 deg C 3) 1.5h, 20 deg C

12: 95 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 16 h / Heating

13: 98 percent / N-diisopropyl-N-ethylamine / CH₂Cl₂ / 1) 0 deg C 2) 16h, 25 deg C

14: 1) lithium tert-butylcyclohexylamide, HMPA / 1) THF, -20 deg C 2) -78 deg C -> room temperature

15: 91 percent / H₂ / 10percent Pd/C / methanol; ethyl acetate / 16 h / 760 Torr / Ambient temperature

16: 86 percent / K₂CO₃ / dimethylformamide / 16 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; oxalyl dichloride; lithium N-tert-butyl-N-cyclohexylamide; hydrogen; potassium carbonate; potassium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00192a002