Bromotrimethylsilane → 6-Hydroxy-2-naphthylthiomethanediphosphonic Acid

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH:12]([P:21]([O:26]CC)(=[O:25])[O:22]CC)[P:13]([O:18]CC)(=[S:17])[O:14]CC)[CH:6]=[CH:5]2.C[Si](Br)(C)C>>[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH:12]([P:21]([OH:26])(=[O:22])[OH:25])[P:13]([OH:14])(=[S:17])[OH:18])[CH:6]=[CH:5]2

Participants

Reactant 2

HCID 76113Bromotrimethylsilane

HCID 86750677Tetraethyl 6-hydroxy-2-naphthylthiomethanediphosphonate

Product 1

HCID 867506766-Hydroxy-2-naphthylthiomethanediphosphonic AcidYield 84%

Procedure

Following the same method as in Example 2, 7.15 g (15 mmol) of the tetraethyl 6-hydroxy-2-naphthylthiomethanediphosphonate obtained in Example 5 was treated with trimethylsilyl bromide, and then hydrolyzed to obtain 4.21 g of the title compound as white crystals.

Sources & evidence

ORD record: ord-ae91c6b8e97a4af6ad5156e881e403e0
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05618804

Reaction notes

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