Methanol → HCID 68420076, compound

HRID 639944Notes

Reaction equation

HRID 639944 reaction equation
C([O:3][P:4]([CH2:9][C:10]1[CH:15]=[C:14]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH3:24])=[CH:19][CH:18]=2)[CH:13]=[CH:12][C:11]=1[F:25])(=[O:8])[O:5]CC)C.Br[Si](C)(C)C.CO>ClCCl>[CH2:23]([C:20]1[CH:19]=[CH:18][C:17]([CH2:16][C:14]2[CH:13]=[CH:12][C:11]([F:25])=[C:10]([CH:15]=2)[CH2:9][P:4](=[O:3])([OH:8])[OH:5])=[CH:22][CH:21]=1)[CH3:24]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 86620237HCID 86620237, compound

Product 1

HCID 68420076HCID 68420076, compoundYield 89.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [5-(4-ethylbenzyl)-2-fluorobenzyl]phosphonic acid diethylester (0.70 g) in dichloromethane (12.0 mL) was added bromotrimethylsilane (1.2 mL) at 0° C., and the reaction mixture was stirred for 18 hr at room temperature. Methanol (7.0 mL) was added to the reaction mixture, and the mixture was stirred for 10 min at room temperature. After evaporation, the residue was crystallized from ethyl acetate-n-hexane to give the title compound (0.53 g) as a colorless crystal.

Workup

  1. stirringthe mixture was stirred for 10 min at room temperature
  2. customAfter evaporation
  3. customthe residue was crystallized from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-f55d6e779f5d477dbb453467ff7567bc
Source dataset
uspto-grants-2010_04
Patent number
US07691898B2

Reaction notes

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