Methanol → HCID 68421770, compound

HRID 639952Notes

Reaction equation

HRID 639952 reaction equation
C([O:3][P:4]([C:9]([C:11]1[S:12][C:13]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH3:25])=[CH:19][CH:18]=2)=[CH:14][CH:15]=1)=[O:10])(=[O:8])[O:5]CC)C.Br[Si](C)(C)C.CO>ClCCl>[CH2:24]([O:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][C:13]2[S:12][C:11]([C:9]([P:4](=[O:3])([OH:8])[OH:5])=[O:10])=[CH:15][CH:14]=2)=[CH:18][CH:19]=1)[CH3:25]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 86620243HCID 86620243, compound

Product 1

HCID 68421770HCID 68421770, compoundYield 32.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [5-(4-ethoxybenzyl)thiophen-2-carbonyl]phosphonic acid diethylester (0.54 g) in dichloromethane (14.0 mL) was added bromotrimethylsilane (0.9 mL) at 0° C., and the reaction mixture was stirred for 22 hr at room temperature. Methanol (1.0 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 to give the title compound (0.15 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

Sources & evidence

ORD record
ord-10ad1f2777fe49bfbd97dc45d640a34a
Source dataset
uspto-grants-2010_04
Patent number
US07691898B2

Reaction notes

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