Bromotrimethylsilane → 2-[3-Methylthio-4-hydroxy-1-naphthyl]ethane-1,1-diphosphonic Acid
Reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH2:14][CH:15]([P:24]([O:29]CC)(=[O:28])[O:25]CC)[P:16]([O:21]CC)(=[O:20])[O:17]CC)[C:6]2[C:11]([C:12]=1[OH:13])=[CH:10][CH:9]=[CH:8][CH:7]=2.C[Si](Br)(C)C>>[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH2:14][CH:15]([P:16]([OH:21])(=[O:17])[OH:20])[P:24]([OH:28])(=[O:25])[OH:29])[C:6]2[C:11]([C:12]=1[OH:13])=[CH:10][CH:9]=[CH:8][CH:7]=2Participants
3
Procedure
Following the same method as described in Example 2, 7.36 g (15 mmol) of tetraethyl 2-[3-methylthio-4-hydroxy-1-naphthyl]ethane-1,1-diphosphonate was treated with trimethylsilyl bromide, and then hydrolysis was effected to obtain 4.03 g of the title compound as pale yellow crystals. The yield was 71%.
Workup
- customhydrolysis