Methanol → 1H-Indole, 3-(methoxymethyl)-

HRID 1166269Notes

Reaction equation

HRID 1166269 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][OH:11])=[CH:2]1.[CH3:12]O>O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][O:11][CH3:12])=[CH:2]1

Participants

4

Reactant 2

HCID 887Methanol3×HCID 3712Indole-3-Carbinol2×

Product 1

HCID 1544111H-Indole, 3-(methoxymethyl)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Relatively pure 1H-indole-3-methanol (I3C™ from Designed Nutritional Products, Orem, Utah, U.S.) in a water solution was prepared for HPLC analysis. One sample was diluted with water and the other was diluted with methanol. By the time the methanol solution of 1H-indole-3-methanol could be injected into the HPLC, the reaction with methanol had taken place to form 1H-indol-3-yl methoxy methane, the methyl ether of 1H-indole-3-methanol and two peaks of about the same magnitude were observed. The water solution of 1H-indole-3-methanol showed only one peak.

Sources & evidence

ORD record
ord-49b0cb50182d48f2ab05b304b100d4c4
Source dataset
uspto-grants-2003_09
Patent number
US06613792B1

Reaction notes

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