1,1,3-Trichloropropene → alpha-Methyl-6-(3,3-dichloroallyloxy)-2-naphthaleneacetic acid

HRID 248184

Reaction equation

[Cl:1][C:2]([Cl:6])=[CH:3][CH2:4]Cl.[OH:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH:14]=[C:13]([CH:18]([CH3:22])[C:19]([OH:21])=[O:20])[CH:12]=[CH:11]2>>[CH3:22][CH:18]([C:13]1[CH:12]=[CH:11][C:10]2[C:15](=[CH:16][CH:17]=[C:8]([O:7][CH2:4][CH:3]=[C:2]([Cl:6])[Cl:1])[CH:9]=2)[CH:14]=1)[C:19]([OH:21])=[O:20]

Participants

Reactant 2

HCID 173781,1,3-Trichloropropene

HCID 162920Desmethylnaproxen

Product 1

HCID 15030194alpha-Methyl-6-(3,3-dichloroallyloxy)-2-naphthaleneacetic acid

Procedure

The title compound is prepared according to the method of Example 7 using 3,3-dichloroallyl chloride and racemic 6-hydroxy-α-methyl-2-naphthaleneacetic acid. White crystals are obtained having a melting point of 107°-109° C.

Workup

customWhite crystals are obtained

Sources & evidence

ORD record: ord-f1295af546364bb69de4497039d07db0
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05208344

Linked notes

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