p-Vinylbenzyl chloride → Tetramethyl 4-vinylbenzyl-methanebisphosphonate

HRID 1950662Notes

Reaction equation

[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Cl)=[CH:5][CH:4]=1)=[CH2:2].[CH2:11]([P:18]([O:22][CH3:23])(=[O:21])[O:19][CH3:20])[P:12]([O:16][CH3:17])(=[O:15])[O:13][CH3:14]>>[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][CH:11]([P:12]([O:13][CH3:14])(=[O:15])[O:16][CH3:17])[P:18]([O:22][CH3:23])(=[O:21])[O:19][CH3:20])=[CH:5][CH:4]=1)=[CH2:2]

Participants

Reactant 2

HCID 74126p-Vinylbenzyl chloride

HCID 519206Tetramethyl methylenediphosphonate

Product 1

HCID 86594667Tetramethyl 4-vinylbenzyl-methanebisphosphonate

Procedure

Following the General Synthetic Procedure B, 4-vinylbenzylchloride is reacted with tetramethyl methanebisphosphonate to produce tetramethyl 4-vinylbenzyl-methanebisphosphonate that is then hydrolyzed to yield 4-vinylbenzyl-methanebisphosphonic acid.

Sources & evidence

ORD record: ord-4cfd5d2550c4418e9b3e2111d1a00cce
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404144B2

Reaction notes

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