5-METHOXY-1-METHYL-1H-INDOLE-2-CARBALDEHYDE

Base Information

• Chemical Name: 5-METHOXY-1-METHYL-1H-INDOLE-2-CARBALDEHYDE
• CAS No.: 144265-42-9
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.21100
• Mol file: 144265-42-9.mol

Synonyms:(1-methyl-5-methoxyindol-2-yl)carboxaldehyde;2-(5-methoxy-1-methylindolyl)carbaldehyde;5-Methoxy-1-methyl-1H-indole-2-carbaldehyde;5-methoxy-1-methyl-1H-indol-2-carbaldehyde;

Chemical Property of 5-METHOXY-1-METHYL-1H-INDOLE-2-CARBALDEHYDE

Chemical Property:

• Boiling Point: 357.9±22.0 °C(Predicted)
• PSA: 31.23000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 1.99940

Purity/Quality:

97% ^*data from raw suppliers

5-Methoxy-1-methyl-1H-indole-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

Useful:

Technology Process of 5-METHOXY-1-METHYL-1H-INDOLE-2-CARBALDEHYDE

There total 8 articles about 5-METHOXY-1-METHYL-1H-INDOLE-2-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: 76.0%

<(5-Methoxy-1-methyl)indol-2-yl>methanol (144265-41-8) → <(5-Methoxy-1-methyl)indol-2-yl>carbaldehyde (144265-42-9)

Guidance literature:

With manganese(IV) oxide; sodium chloride; In tetrahydrofuran; diethyl ether; for 12h; Ambient temperature;

DOI:10.1016/0223-5234(92)90022-S

Reference yield: 58.0%

5-methoxy-N-methylindole (2521-13-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → <(5-Methoxy-1-methyl)indol-2-yl>carbaldehyde (144265-42-9)

Guidance literature:

5-methoxy-N-methylindole; With n-butyllithium; In diethyl ether; for 3h; Reflux;

N,N-dimethyl-formamide; In diethyl ether; for 5h; Reflux; Inert atmosphere;

DOI:10.3762/bjoc.17.101

Reference yield:

Ethyl <(5-methoxy-1-methyl)indol-2-yl>carboxylate (59908-56-4) → <(5-Methoxy-1-methyl)indol-2-yl>carbaldehyde (144265-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

2: 76 percent / MnO₂, NaCl / diethyl ether; tetrahydrofuran / 12 h / Ambient temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; sodium chloride; In tetrahydrofuran; diethyl ether;

DOI:10.1016/0223-5234(92)90022-S

upstream raw materials:

<(5-Methoxy-1-methyl)indol-2-yl>methanol

Ethyl <(5-methoxy-1-methyl)indol-2-yl>carboxylate

5-methoxy-N-methylindole

N,N-dimethyl-formamide

Downstream raw materials:

5-Methoxy-1-methyl-2-((E)-styryl)-1H-indole

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