Diisopropylethylamine → 2-(2-((6-Chlorohexyl)oxy)ethoxy)ethanamine

HRID 402213Notes

Reaction equation

HRID 402213 reaction equation
FC(F)(F)C([O-])=O.[Cl:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][NH3+:21].C(N(C(C)C)CC)(C)C>CN(C=O)C>[Cl:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][NH2:21]

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 866717092-[2-(6-Chlorohexyloxy)ethoxy]ethylammonium trifluoroacetate

Product 1

HCID 100884642-(2-((6-Chlorohexyl)oxy)ethoxy)ethanamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To one equivalent of the succinimidyl ester of the reporter group in DMF is added 3 equivalence of 2-[2-(6-chlorohexyloxy)-ethoxy]-ethyl-ammonium trifluoro-acetate stock solution, followed by diisopropylethylamine. The reaction is stirred from 8 to 16 hours at room temperature. Purification is accomplished by preparative scale HPLC or silica gel chromatography.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-6d028fd0856f41d9bee900472c2032f1
Source dataset
uspto-grants-2014_06
Patent number
US08742086B2

Reaction notes

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