1,6-Dibromohexane → 1-[2-[(6-Bromohexyl)oxy]ethyl]naphthalene

HRID 358916Notes

Reaction equation

HRID 358916 reaction equation
[C:1]1([CH2:11][CH2:12][OH:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[Br:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]Br>>[Br:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:13][CH2:12][CH2:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 123681,6-DibromohexaneHCID 13047Naphthalen-1-ethanol

Product 1

HCID 191018371-[2-[(6-Bromohexyl)oxy]ethyl]naphthaleneYield 74%

Procedure

1-Naphthaleneethanol (3.00 g) and 1,6-dibromohexane (12.73 g) were treated according to the method of Intermediate 1. FCC eluting with cyclohexane followed by ethyl acetate-cyclohexane (1:20, then 1:4) gave the title compound (4.32 g) as a colourless oil.

Workup

  1. washFCC eluting with cyclohexane

Sources & evidence

ORD record
ord-e2883fd4c9084e1baf143fc31f88a3df
Source dataset
uspto-grants-1991_03
Patent number
US04997986

Reaction notes

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