1-Bromo-3,6-dioxaheptane → 3-(5-carboxypentyl)-1-(2-(2-methoxyethoxy)ethyl)-2,3-dimethyl-3H-indolium bromide

HRID 389243Notes

Reaction equation

HRID 389243 reaction equation
[CH3:1][C:2]1[C:10]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])([CH3:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[Br:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][O:26][CH3:27]>C(OCC)C>[Br-:20].[C:17]([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C:10]1([CH3:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N+:3]([CH2:21][CH2:22][O:23][CH2:24][CH2:25][O:26][CH3:27])=[C:2]1[CH3:1])([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 1235321-Bromo-3,6-dioxaheptaneHCID 579377486-(2,3-dimethyl-3H-indol-3-yl)hexanoic acid

Product 1

HCID 688132283-(5-carboxypentyl)-1-(2-(2-methoxyethoxy)ethyl)-2,3-dimethyl-3H-indolium bromide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
90 °C

Procedure

To 6-(2,3-dimethyl-3H-indol-3-yl)hexanoic acid (100 mg) was added 1-bromo-2-(2-methoxyethoxy)ethane (1 ml) and the mixture heated to 90° C. overnight. On cooling diethyl ether (10 ml) was added and the material removed by filtration.

Workup

  1. additionwas added
  2. customthe material removed by filtration

Sources & evidence

ORD record
ord-5f8cbcc5d3e24025af15ed443a33a142
Source dataset
uspto-grants-2013_02
Patent number
US08378120B2

Reaction notes

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