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Cas Database

125023-40-7

125023-40-7

Identification

  • Product Name:N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

  • CAS Number: 125023-40-7

  • EINECS:

  • Molecular Weight:355.477

  • Molecular Formula: C22H29NO3

  • HS Code:

  • Mol File:125023-40-7.mol

Synonyms:

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Relevant articles and documentsAll total 1 Articles be found

A directed metalation of N-tert-butyl-N-methyl-2-methoxybenzamide. Short syntheses of 2-methoxy-6-methylbenzoic acid and lunularic acid

Reitz,Massey

, p. 1375 - 1379 (2007/10/02)

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Process route upstream and downstream products

Process route

N-methyl-tert-butylamine
14610-37-8

N-methyl-tert-butylamine

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-40-7

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 97 percent / triethylamine / tetrahydrofuran / Ambient temperature
2: 1) TMEDA, sec-Butyllithium (1.35 M in Cyclohexane) / 1) THf, -78 deg C, 1 h, 2) -78 deg C, 1 h; room temperature
3: Diisopropylamine, sec-Butyllithium (1.35 M in cyclohexane) / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 2 h; room temperature
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; triethylamine; diisopropylamine; In tetrahydrofuran;
2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-40-7

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 97 percent / triethylamine / tetrahydrofuran / Ambient temperature
2: 1) TMEDA, sec-Butyllithium (1.35 M in Cyclohexane) / 1) THf, -78 deg C, 1 h, 2) -78 deg C, 1 h; room temperature
3: Diisopropylamine, sec-Butyllithium (1.35 M in cyclohexane) / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 2 h; room temperature
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; triethylamine; diisopropylamine; In tetrahydrofuran;
N-tert-Butyl-N-methyl-2-methoxybenzamide
95330-46-4

N-tert-Butyl-N-methyl-2-methoxybenzamide

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-40-7

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 1) TMEDA, sec-Butyllithium (1.35 M in Cyclohexane) / 1) THf, -78 deg C, 1 h, 2) -78 deg C, 1 h; room temperature
2: Diisopropylamine, sec-Butyllithium (1.35 M in cyclohexane) / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 2 h; room temperature
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; diisopropylamine;
N-tert-Butyl-N-methyl-2-methoxy-6-methylbenzamide
95330-45-3

N-tert-Butyl-N-methyl-2-methoxy-6-methylbenzamide

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-40-7

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

Conditions
Conditions Yield
With sec.-butyllithium; diisopropylamine; Yield given. Multistep reaction; 1) THF, -78 deg C, 1 h, 2) -78 deg C, 2 h; room temperature;
N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-40-7

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

2-Methoxy-6-<2-(4-methoxyphenyl)ethyl>benzoic acid
36640-14-9

2-Methoxy-6-<2-(4-methoxyphenyl)ethyl>benzoic acid

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: CF3CO2H / 48 h / Heating
2: NaNO2/acetic acid / acetic anhydride / 0 °C
3: ethanolic KOH / Heating
With potassium hydroxide; acetic acid; trifluoroacetic acid; sodium nitrite; In acetic anhydride;
N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-40-7

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

N-Methyl-N-nitroso-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-42-9

N-Methyl-N-nitroso-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: CF3CO2H / 48 h / Heating
2: NaNO2/acetic acid / acetic anhydride / 0 °C
With acetic acid; trifluoroacetic acid; sodium nitrite; In acetic anhydride;
N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-40-7

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

lunularic acid
23255-59-6

lunularic acid

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: CF3CO2H / 48 h / Heating
2: NaNO2/acetic acid / acetic anhydride / 0 °C
3: ethanolic KOH / Heating
4: 84 percent / BBr3 / CH2Cl2 / 1) -78 deg C, 1 h, 2) room temperature
With potassium hydroxide; boron tribromide; acetic acid; trifluoroacetic acid; sodium nitrite; In dichloromethane; acetic anhydride;
N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-40-7

N-tert-Butyl-N-methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

N-Methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide
125023-41-8

N-Methyl-2-methoxy-6-<2-(4-methoxyphenyl)ethyl>benzamide

Conditions
Conditions Yield
With trifluoroacetic acid; for 48h; Heating;

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