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

HRID 443316Notes

Reaction equation

HRID 443316 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-carbinol

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, UT, US) 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 partial methanol solution 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 same solution when diluted with water showed only one peak.

Sources & evidence

ORD record
ord-9c17ecac43234beeaadb3d6b3e14c901
Source dataset
uspto-grants-1999_04
Patent number
US05895787

Reaction notes

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