Pyridine → HCID 21321675, compound

HRID 1726829Notes

Reaction equation

HRID 1726829 reaction equation
[C:1]([Cl:6])(=[O:5])[C:2](Cl)=[O:3].COC[CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][C:16](O)=O.N1C=CC=C[CH:20]=1>C1(C)C=CC=CC=1>[CH3:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][CH2:20][O:3][CH2:2][C:1]([Cl:6])=[O:5]

Participants

5

Reactant 3

HCID 1049PyridineHCID 65578Oxalyl chlorideHCID 85241(2-(2-Methoxyethoxy)ethoxy)acetic acid

Product 1

HCID 21321675HCID 21321675, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Oxalyl chloride (100 g, 0.78 mol) was added dropwise over 1 h to a solution of 2-[2-(2-methoxy-ethoxy)ethoxy]-acetic acid (90 mL, 0.59 mol) and pyridine (0.1 mL, 1 mmol) in anhydrous toluene (250 mL) and the resulting solution was stirred at ambient temperature for 48 h. The reaction solution was concentrated in vacuo to afford CH3(OCH2CH2)2CH2OCH2COCl as a slightly yellow oil (120 g, 96%). This compound was used without any further purification.

Workup

  1. concentrationThe reaction solution was concentrated in vacuo

Sources & evidence

ORD record
ord-7f4d13563fdc4f20bedd7896336304aa
Source dataset
uspto-grants-2009_02
Patent number
US07494714B2

Reaction notes

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