Br[CH2:2][CH2:3][CH2:4][CH3:5].[OH:6][C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C.[C:32]1(C)[CH:37]=CC=[CH:34][CH:33]=1>O>[CH2:2]([O:20][C:17]1[CH:18]=[CH:19][C:14]([S:13][C:10]2[CH:11]=[CH:12][C:7]([O:6][CH2:37][CH2:32][CH2:33][CH3:34])=[CH:8][CH:9]=2)=[CH:15][CH:16]=1)[CH2:3][CH2:4][CH3:5]A solution was prepared by combining 107 g of bromobutane, 76 g of bis(4-hydroxyphenyl) sulfide, 108 g of potassium carbonate, and 230 g of DMF. The solution was aged at 90° C. for 16 hours. The aged solution was cooled to room temperature, to which 600 g of water was added to quench the reaction. To the solution was added 300 g of toluene. The organic layer was separated, washed with water, and concentrated in vacuum, obtaining 114 g of the target compound, bis(4-butoxyphenyl) sulfide as amorphous solid. Yield 99%.
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