Diethyl Ether → HCID 67044702, compound

HRID 2264624Notes

Reaction equation

HRID 2264624 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[N:16]([S:18]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH:15]=[C:14]2[C:27]([OH:29])=[O:28])C1C=CC=CC=1.CC1C=C(C)C(C)=C(C)C=1C.CCOCC>FC(F)(F)C(O)=O>[OH:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[N:16]([S:18]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH:15]=[C:14]2[C:27]([OH:29])=[O:28]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 12784PentamethylbenzeneHCID 59596790HCID 59596790, compound

Product 1

HCID 67044702HCID 67044702, compoundYield 32.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of 1.0 g of 7-benzyloxy-1-phenylsulfonyl-1H-indole-3-carboxylic acid in 5 mL of trifluoroacetic acid, 1.0 g of 1,2,3,4,5-pentamethylbenzene was added, and the resulting mixture was stirred at room temperature overnight. 20 mL of ether was added to the solution, insoluble matter was removed, the solvent was evaporated under reduced pressure, and the residue was washed with ethyl acetate to obtain 0.25 g of 7-hydroxy-1-phenylsulfonyl-1H-indole-3-carboxylic acid as a gray solid. FAB−:316

Workup

  1. customwas removed
  2. customthe solvent was evaporated under reduced pressure
  3. washthe residue was washed with ethyl acetate

Sources & evidence

ORD record
ord-1ea431c5f9b749f38ca3ce5279fd54c8
Source dataset
uspto-grants-2010_12
Patent number
US07855225B2

Reaction notes

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