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1-Bromooctane → 5,8,11,14-Tetraoxadocosane

HRID 895800
Notes
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Reaction equation

HRID 895800 reaction equation
[CH2:1](Br)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:10]([O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][OH:23])[CH2:11][CH2:12][CH3:13].C(OCCOCCO)CCC>>[CH2:1]([O:23][CH2:22][CH2:21][O:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15][O:14][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 81401-BromooctaneHCID 8177Diethylene Glycol Monobutyl EtherHCID 8923Triethylene glycol monobutyl ether

Product 1

HCID 574693425,8,11,14-Tetraoxadocosane

Procedure

The procedure followed that of Reference Example 4, except for use of n-octyl bromide and triethylene glycol n-butyl ether instead of butyl bromide and diethylene glycol butyl ether, respectively. Triethylene glycol n-butyl n-octyl ether (abbreviated as “TEG-BO” hereafter) was obtained by distillation (b.p.: 140-145° C. at 70 Pa). TEG-BO has a corresponding boiling point of about 350° C. under normal pressure. The solubility of glycolide in this compound at 25° C. was 2.0%.

Sources & evidence

ORD record
ord-47778540c5b149ea972ef2ad70b8a597
Source dataset
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06916939B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes