Butyl iodide → alpha-Methyl-6-(butyloxy)-2-naphthaleneacetic acid

HRID 1087908Notes

Reaction equation

I[CH2:2][CH2:3][CH2:4][CH3:5].[OH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])[CH:11]=[CH:10]2>>[CH3:21][CH:17]([C:12]1[CH:11]=[CH:10][C:9]2[C:14](=[CH:15][CH:16]=[C:7]([O:6][CH2:2][CH2:3][CH2:4][CH3:5])[CH:8]=2)[CH:13]=1)[C:18]([OH:20])=[O:19]

Participants

Reactant 2

HCID 10962Butyl iodide

HCID 162920Desmethylnaproxen

Product 1

HCID 15030190alpha-Methyl-6-(butyloxy)-2-naphthaleneacetic acid

Procedure

The title compound is prepared according to the method of Example 7 using 1-iodobutane and racemic 6-hydroxy-α-methyl-2-naphthalene acetic acid. White crystals are obtained having a melting point of 125°-127° C.

Workup

customWhite crystals are obtained

Sources & evidence

ORD record: ord-16d0ca3fe4dc43df83ce1cab7f6d988c
Source dataset: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04960892

Reaction notes

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