2-Naphthol → Ethyl 6-(2-naphthyloxy)hexanoate

HRID 128782

Reaction equation

HRID 128782 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8].[Na].[CH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[OH:23]>CN(C=O)C>[CH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[O:23][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

5

Reactant 3

HCID 86632-NaphtholHCID 117544Ethyl 6-bromohexanoateHCID 5360545Sodium

Product 1

HCID 19375098Ethyl 6-(2-naphthyloxy)hexanoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 6-bromohexanoate and the sodium salt of 2-naphthol are reacted in DMF at 70° to provide ethyl 6-(2-naphthyloxy)hexanoate, which after the usual workup is reduced with lithium aluminum hydride in THF to provide 6-(2-naphthyloxy)hexanol.

Sources & evidence

ORD record
ord-cbe01735c94b4625940887766daee71c
Source dataset
uspto-grants-1995_11
Patent number
US05464865

Linked notes

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