4-(3-Hydroxyphenyl)-4-methoxy-2,6-dimethyltetrahydropyran → 4-[3-(7-Fluoronaphth-2-ylmethoxy)phenyl]-4-methoxy-2,6-dimethyltetrahydropyran

HRID 2372487Notes

Reaction equation

HRID 2372487 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12]Br)=[CH:9]2)=[CH:4][CH:3]=1.[OH:14][C:15]1[CH:16]=[C:17]([C:21]2([O:29][CH3:30])[CH2:26][CH:25]([CH3:27])[O:24][CH:23]([CH3:28])[CH2:22]2)[CH:18]=[CH:19][CH:20]=1>>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][O:14][C:15]3[CH:16]=[C:17]([C:21]4([O:29][CH3:30])[CH2:26][CH:25]([CH3:27])[O:24][CH:23]([CH3:28])[CH2:22]4)[CH:18]=[CH:19][CH:20]=3)=[CH:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 200806184-(3-Hydroxyphenyl)-4-methoxy-2,6-dimethyltetrahydropyranHCID 232922952-(Bromomethyl)-7-fluoronaphthalene

Product 1

HCID 200806724-[3-(7-Fluoronaphth-2-ylmethoxy)phenyl]-4-methoxy-2,6-dimethyltetrahydropyranYield 98.5%

Procedure

Using the procedure described in Example 5, 7-fluoro-2-bromomethylnaphthalene (0.265 g) was reacted with 4-(3-hydroxyphenyl)-4-methoxy-2,6-dimethyltetrahydropyran (0.225 g, less polar isomer) to give 4-[3-(7-fluoronaphth-2-ylmethoxy)phenyl]-4-methoxy-2,6-dimethyltetrahydropyran (0.37 g, 93%), as an oil.

Sources & evidence

ORD record
ord-03a408fc8b604e3091105a82a3d380d8
Source dataset
uspto-grants-1992_03
Patent number
US05098930

Reaction notes

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