Water → HCID 68458768, compound

HRID 2197918Notes

Reaction equation

HRID 2197918 reaction equation
C([Si](C)(C)[O:6][C:7]1[CH:8]=[C:9]([NH:13][C:14](=[O:32])[C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=3[N+:29]([O-:31])=[O:30])[CH:16]=2)[CH:10]=[CH:11][CH:12]=1)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O>C1COCC1>[Cl:28][C:25]1[CH:26]=[CH:27][C:22]([O:21][C:17]2[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=2)[C:14]([NH:13][C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([OH:6])[CH:8]=2)=[O:32])=[C:23]([N+:29]([O-:31])=[O:30])[CH:24]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2724141Tetrabutylammonium FluorideHCID 68457779HCID 68457779, compound

Product 1

HCID 68458768HCID 68458768, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the product from Example 174a (1.5 g, 3.0 mmol) in THF (25 mL) was added tetrabutylammonium fluoride (0.94 g, 3.6 mmol). The reaction was stirred for 16 h. The reaction was poured into water and extracted with ethyl acetate. The organic layer washed with water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the title compound (1.0 g, 86%).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer washed with water, brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-2b1985473561480f96231859e99138dc
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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