Butyl bromide → Diethylene glycol dibutyl ether

HRID 895799

Reaction equation

HRID 895799 reaction equation
[H-].[Na+].[CH2:3](Br)[CH2:4][CH2:5][CH3:6].[CH2:8]([O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][OH:18])[CH2:9][CH2:10][CH3:11]>C1(C)C=CC=CC=1>[CH2:3]([O:18][CH2:17][CH2:16][O:15][CH2:14][CH2:13][O:12][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 8177Diethylene Glycol Monobutyl EtherHCID 24758Sodium hydride

Product 1

HCID 8210Diethylene glycol dibutyl ether

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into 120 g of 60% NaH and 500 ml of toluene were added dropweise 329 g of butyl bromide and 486 g of diethylene glycol butyl ether at 50° C. Diethylene glycol dibutyl ether (abbreviated as “DEG-DB” hereafter) was obtained by distillation (b.p.: 256° C. under normal pressure) from the reaction mixture. The solubility of glycolide in this compound at 25° C. was 1.8%.

Sources & evidence

ORD record
ord-3ba009206966454382f58f13450fca88
Source dataset
uspto-grants-2005_07
Patent number
US06916939B2

Linked notes

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