3-Bromopentane → 2-Chloro-1-ethoxy-5-iodo-3-(pentan-3-yloxy)benzene

Reaction equation

[Cl:1][C:2]1[C:7]([O:8][CH2:9][CH3:10])=[CH:6][C:5]([I:11])=[CH:4][C:3]=1[OH:12].Br[CH:14]([CH2:17][CH3:18])[CH2:15][CH3:16]>>[Cl:1][C:2]1[C:3]([O:12][CH:14]([CH2:17][CH3:18])[CH2:15][CH3:16])=[CH:4][C:5]([I:11])=[CH:6][C:7]=1[O:8][CH2:9][CH3:10]

Participants

Reactant 2

HCID 157383-Bromopentane

HCID 670422122-Chloro-3-ethoxy-5-iodophenol

Product 1

HCID 670418122-Chloro-1-ethoxy-5-iodo-3-(pentan-3-yloxy)benzeneYield 79%

Procedure

2-Chloro-1-ethoxy-5-iodo-3-(pentan-3-yloxy)benzene (8) (1.2 g, 79%) was prepared from 2-chloro-3-ethoxy-5-iodophenol (7) (1.1 g, 3.7 mmol) using a procedure essentially the same as in step (i) for AAA-001 except that 3-bromopentane was used instead of cyclopentyl bromide.

Sources & evidence

ORD record: ord-8181d3479b6a417fa4adc534e9103e2d
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447028B2

Reaction notes

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