1,5-Dibromopentane → 1-[[(5-Bromopentyl)oxy]methyl]naphthalene

Reaction equation

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

Reactant 2

HCID 81001,5-Dibromopentane

HCID 209081-Naphthalenemethanol

Product 1

HCID 191018421-[[(5-Bromopentyl)oxy]methyl]naphthalene

Procedure

1-Naphthalenemethanol (6.00 g) and 1,5-dibromopentane (11.5 ml) were treated according to the method of Intermediate 1. FCC eluting with ether-cyclohexane (1:49→2:48) gave the title compound as a colourless oil (8.41 g), t.l.c. (Cyclohexane-ether 19:1) Rf 0.22;

Workup

washFCC eluting with ether-cyclohexane (1:49→2:48)

Sources & evidence

ORD record: ord-4611bcd69430414db39cf9c80118e4c3
Source dataset: uspto-grants-1991_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04997986

Reaction notes

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