Tetrabutylammonium Fluoride → HCID 18512094, compound

HRID 1370853Notes

Reaction equation

HRID 1370853 reaction equation
[CH2:1]([N:8]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH2:36][CH2:37][CH2:38][O:39][Si](C(C)(C)C)(C)C)[CH:30]=2)=[CH:24][CH:23]=1)[C:9]1[C:10]([CH3:20])=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C(OCC)(=O)C>[CH2:1]([N:8]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH2:36][CH2:37][CH2:38][OH:39])[CH:30]=2)=[CH:24][CH:23]=1)[C:9]1[C:10]([CH3:20])=[C:11]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68857086HCID 68857086, compound

Product 1

HCID 18512094HCID 18512094, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product from Example 72B(0.368 g, 0.558 mmoles) in anhydrous TBF (2 mL) was treated with 1.0 M tetrabutylammonium fluoride (0.67 mL, 0.669 mmoles) and mixed overnight at room temperature. Reaction diluted with ethyl acetate, washed with saturated NH4Cl, H2O, and brine, dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure to provide the title compound without further purification.

Workup

  1. additionmixed overnight at room temperature
  2. customReaction
  3. washwashed with saturated NH4Cl, H2O, and brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-650c429f86364b6a81b41b6fddc1d166
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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