1-Bromo-6-(bromomethyl)naphthalene → 4-[3-(5-Bromonaphth-2-ylmethoxy)-5-fluorophenyl]-4-methoxytetrahydropyran

HRID 2254174Notes

Reaction equation

HRID 2254174 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:16])[CH:5]=[C:6]([C:8]2([O:14][CH3:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:7]=1.[Br:17][C:18]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:19]=1[CH:20]=[CH:21][C:22]([CH2:28]Br)=[CH:23]2>>[Br:17][C:18]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:19]=1[CH:20]=[CH:21][C:22]([CH2:28][O:16][C:4]1[CH:5]=[C:6]([C:8]3([O:14][CH3:15])[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[CH:7]=[C:2]([F:1])[CH:3]=1)=[CH:23]2

Participants

3

Reactant 2

HCID 113240321-Bromo-6-(bromomethyl)naphthaleneHCID 117362763-Fluoro-5-(4-methoxytetrahydro-2H-pyran-4-yl)phenol

Product 1

HCID 200806094-[3-(5-Bromonaphth-2-ylmethoxy)-5-fluorophenyl]-4-methoxytetrahydropyranYield 52%

Procedure

Using the procedure described in Example 5, 4-(5-fluoro-3-hydroxyphenyl)-4-methoxytetrahydropyran was reacted with 5-bromo-2-bromomethylnaphthalene to give 4-[3-(5-bromonaphth-2-ylmethoxy)-5-fluorophenyl]-4-methoxytetrahydropyran in 52% yield, as an oil.

Sources & evidence

ORD record
ord-0a889b4881be4fac81143e9e8922074a
Source dataset
uspto-grants-1993_08
Patent number
US05234950

Reaction notes

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