1-Propanethiol, sodium salt (1:1) → HCID 57863107, compound

Reaction equation

Br[C:2]1[CH:3]=[C:4]([O:9][CH3:10])[CH:5]=[C:6]([Br:8])[CH:7]=1.[CH2:11]([S-:14])[CH2:12][CH3:13].[Na+]>>[Br:8][C:6]1[CH:7]=[C:2]([S:14][CH2:11][CH2:12][CH3:13])[CH:3]=[C:4]([O:9][CH3:10])[CH:5]=1

Participants

Reactant 2

HCID 46817251-Propanethiol, sodium salt (1:1)

HCID 110218123,5-Dibromoanisole

Product 1

HCID 57863107HCID 57863107, compoundYield 39%

Procedure

A similar procedure as described in Example 47, step 2 was used, starting from 3,5-dibromoanisole (5.3 g, 19.93 mmol) and sodium 1-propanethiolate (2.47 g, 23.92 mmol) to afford 1-bromo-3-methoxy-5-propylsulfanyl-benzene (2.01 g, 39%) as a light yellow oil: EI(+)-HRMS m/e calcd for C10H13BrOS (M)+ 259.9870, found 259.9870.

Sources & evidence

ORD record: ord-4ee702b9fbe64bbfa5f5fb508494a4b5
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093253B2

Reaction notes

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