HCID 57683257, compound → HCID 54495182, compound

HRID 494399Notes

Reaction equation

HRID 494399 reaction equation
[F:1][C:2]([F:31])([F:30])[CH2:3][NH:4][C:5]([C:7]1([CH2:20][CH2:21][O:22][Si](C(C)(C)C)(C)C)[C:19]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6]>O1CCCC1.C(O)(=O)C.O>[F:1][C:2]([F:30])([F:31])[CH2:3][NH:4][C:5]([C:7]1([CH2:20][CH2:21][OH:22])[C:19]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6]

Participants

5

Reactant 1

HCID 57683257HCID 57683257, compound

Product 1

HCID 54495182HCID 54495182, compoundYield 84.9%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The 9-[2-(Tert-butyldimethylsilanyloxy)ethyl]-9H-fluoren-9-carboxylic acid (2,2,2-trifluoroethyl)amide (6.00 g) obtained in Example 6c) was dissolved in tetrahydrofuran (13 mL)—acetic acid (39 mL)—water (13 mL). The solution was stirred at room temperature for 20 hours and concentrated in vacuo. The residue was purified by column chromatography on silica gel with ethyl acetate:hexane=1:1 to give the title compound (3.80 g).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by column chromatography on silica gel with ethyl acetate

Sources & evidence

ORD record
ord-bdfc61a59764431b9c35839c7f5aed79
Source dataset
uspto-grants-2009_05
Patent number
US07538140B2

Reaction notes

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