1,6-Dibromohexane → Benzene, ((6-bromohexyl)oxy)-

HRID 1902491Notes

Reaction equation

HRID 1902491 reaction equation
[C:1]1([O-:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].[Br:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]Br>>[O:7]([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][Br:9])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 123681,6-DibromohexaneHCID 4445035Phenolate Sodium

Product 1

HCID 142878Benzene, ((6-bromohexyl)oxy)-Yield 77%

Procedure

Preparation analogously to Example 38 by the reaction of sodium phenolate with 1,6-dibromohexane to give 6-phenoxy-1-bromohexane (b.p.11 =172°-5°; yield 77%), which is reacted with excess 5-amino-5-desoxy-1.4;3.6-dianhydro-L-iditol 2-nitrate. Isolation as hydrochloride. Yield, after recrystallisation from isopropanol: 53%.

Workup

  1. customPreparation analogously to Example 38

Sources & evidence

ORD record
ord-f472639537c04c3fa55e0c1542f63088
Source dataset
uspto-grants-1982_12
Patent number
US04363805

Reaction notes

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