Methanol → HCID 68421501, compound

HRID 639945Notes

Reaction equation

HRID 639945 reaction equation
C([O:3][P:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][OH:19])=[C:12]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][CH3:28])=[CH:23][CH:22]=2)[CH:11]=1)(=[O:8])[O:5]CC)C.Br[Si](C)(C)C.CO>ClCCl>[CH2:27]([C:24]1[CH:23]=[CH:22][C:21]([CH2:20][C:12]2[CH:11]=[C:10]([CH:15]=[CH:14][C:13]=2[O:16][CH2:17][CH2:18][OH:19])[CH2:9][P:4](=[O:3])([OH:8])[OH:5])=[CH:26][CH:25]=1)[CH3:28]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 86620238HCID 86620238, compound

Product 1

HCID 68421501HCID 68421501, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [3-(4-ethylbenzyl)-4-(2-hydroxyethoxy)benzyl]phosphonic acid diethylester (0.70 g) in dichloromethane (11.0 mL) was added bromotrimethylsilane (1.1 mL) at 0° C., and the reaction mixture was stirred for 14 hr at room temperature. Methanol (6.0 mL) was added to the reaction mixture, and the mixture was stirred for 10 min at room temperature. Evaporation of the solvent gave the title compound (0.51 g) as a light gray oil.

Workup

  1. stirringthe mixture was stirred for 10 min at room temperature
  2. customEvaporation of the solvent

Sources & evidence

ORD record
ord-e7fc4e0813534a34b7cede3f7bd59d23
Source dataset
uspto-grants-2010_04
Patent number
US07691898B2

Reaction notes

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