Methanol → HCID 59256055, compound

HRID 639954Notes

Reaction equation

HRID 639954 reaction equation
C([O:3][P:4]([C:9]1[S:13][C:12]2[CH:14]=[CH:15][C:16]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH3:26])=[CH:21][CH:20]=3)=[CH:17][C:11]=2[CH:10]=1)(=[O:8])[O:5]CC)C.Br[Si](C)(C)C.CO>ClCCl>[CH2:25]([C:22]1[CH:23]=[CH:24][C:19]([CH2:18][C:16]2[CH:15]=[CH:14][C:12]3[S:13][C:9]([P:4]([OH:5])(=[O:3])[OH:8])=[CH:10][C:11]=3[CH:17]=2)=[CH:20][CH:21]=1)[CH3:26]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 86620244HCID 86620244, compound

Product 1

HCID 59256055HCID 59256055, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [5-(4-ethylbenzyl)benzo[b]thiophen-2-phosphonic acid diethylester (1.00 g) in dichloromethane (17.0 mL) was added bromotrimethylsilane (1.7 mL) at 0° C., and the reaction mixture was stirred for 19 hr at room temperature. Methanol (4.5 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 (0.72 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-9b3260bc0dab44fea22f129a57e14eca
Source dataset
uspto-grants-2010_04
Patent number
US07691898B2

Reaction notes

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