Bromotrimethylsilane → (12-Bromododecyl)phosphonic acid

HRID 2044135Notes

Reaction equation

HRID 2044135 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][P:14](=[O:21])([O:18]CC)[O:15]CC.[Si](Br)(C)(C)C>C(Cl)Cl>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][P:14](=[O:15])([OH:21])[OH:18]

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 11773557HCID 11773557, compound2×

Product 1

HCID 45158982(12-Bromododecyl)phosphonic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound BDPA was synthesized in two steps. In the first step, diethyl 12-bromododecylphosphonate is prepared as specified in Example 1. In the second step, diethyl 12-bromododecylphosphonate (2.43 g; 6.32 mmol) is reacted with Me3SiBr (2.89 g; 18.93 mmol) in 50 ml of dry CH2Cl2 with stirring at room temperature for 12 hours.

Sources & evidence

ORD record
ord-07547860103f4341a640750966df406a
Source dataset
uspto-grants-2013_11
Patent number
US08586758B2

Reaction notes

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