Methanol → HCID 68422336, compound

HRID 639942Notes

Reaction equation

HRID 639942 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[OH: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]([OH:25])=[C:10]([CH:15]=2)[CH2:9][P:4](=[O:3])([OH:5])[OH:8])=[CH:22][CH:21]=1)[CH3:24]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 86620236HCID 86620236, compound

Product 1

HCID 68422336HCID 68422336, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [5-(4-ethylbenzyl)-2-hydroxybenzyl]phosphonic acid diethylester (0.40 g) in dichloromethane (7.8 mL) was added bromotrimethylsilane (0.8 mL) at 0° C., and the reaction mixture was stirred for 17 hr at room temperature. Methanol (1.1 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 (0.29 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-2094927b05c64c67aeba538e803c3da9
Source dataset
uspto-grants-2010_04
Patent number
US07691898B2

Reaction notes

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