Methanol → HCID 68421153, compound

HRID 639950Notes

Reaction equation

HRID 639950 reaction equation
C([O:3][P:4]([CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH3:28])=[CH:22][CH:21]=2)[CH:13]=1)=[O:11])(=[O:8])[O:5]CC)C.Br[Si](C)(C)C.CO>ClCCl>[CH2:27]([O:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][C:14]2[CH:13]=[C:12]([C:10](=[O:11])[CH2:9][P:4](=[O:3])([OH:5])[OH:8])[CH:17]=[CH:16][C:15]=2[OH:18])=[CH:25][CH:24]=1)[CH3:28]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 86620241HCID 86620241, compound

Product 1

HCID 68421153HCID 68421153, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {2-[3-(4-ethoxybenzyl)-4-hydroxyphenyl]-2-oxoethyl}phosphonic acid diethylester (1.00 g) in dichloromethane (4.7 mL) was added bromotrimethylsilane (1.6 mL) at 0° C., and the reaction mixture was stirred for 9 hr at room temperature. Methanol (4.0 mL) was added to the reaction mixture, and the mixture was stirred for 10 min at room temperature. Evaporation and crystallization from ethyl acetate-n-hexane gave the title compound (0.72 g) as a pale brown crystal.

Workup

  1. stirringthe mixture was stirred for 10 min at room temperature
  2. customEvaporation and crystallization from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-ea7d7f25db594690b0e9823c317185ea
Source dataset
uspto-grants-2010_04
Patent number
US07691898B2

Reaction notes

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