6-Bromonaphthalene-2-thiol → 4-[3-(6-Bromonaphth-2-ylthio)phenyl]-4-methoxytetrahydropyran

HRID 248096Notes

Reaction equation

HRID 248096 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([SH:12])[CH:6]=[CH:5]2.I[C:14]1[CH:15]=[C:16]([C:20]2([O:26][CH3:27])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)[CH:17]=[CH:18][CH:19]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12][C:18]1[CH:17]=[C:16]([C:20]3([O:26][CH3:27])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[CH:15]=[CH:14][CH:19]=1)[CH:6]=[CH:5]2

Participants

3

Reactant 2

HCID 197648176-Bromonaphthalene-2-thiolHCID 197648564-(3-Iodophenyl)-4-methoxytetrahydropyran

Product 1

HCID 197647864-[3-(6-Bromonaphth-2-ylthio)phenyl]-4-methoxytetrahydropyranYield 30%

Procedure

Using a similar procedure to that described in Example 12, 6-bromo-2-naphthalenethiol was reacted with 4-(3-iodophenyl)-4-methoxytetrahydropyran to give 4-[3-(6-bromonaphth-2-ylthio)phenyl]-4-methoxytetrahydropyran in 30% yield, as an oil.

Sources & evidence

ORD record
ord-c1da82a239f242eda031b398dd9e6bb7
Source dataset
uspto-grants-1993_05
Patent number
US05208259

Reaction notes

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