HCID 57683257, compound → HCID 54495182, compound

HRID 1864964Notes

Reaction equation

HRID 1864964 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-5a062554d4064d55a12655cc3156b887
Source dataset
uspto-grants-2009_12
Patent number
US07625948B2

Reaction notes

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