Tetrabutylammonium Fluoride → HCID 69918488, compound

HRID 2307805Notes

Reaction equation

HRID 2307805 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:12]2=[N:13][CH:14]=[C:15]([O:17][Si](C(C)(C)C)(C)C)[CH:16]=[C:11]2[C:10]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[C:1]([O:5][C:6]([N:8]1[C:12]2=[N:13][CH:14]=[C:15]([OH:17])[CH:16]=[C:11]2[C:10]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)=[N:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 69919265HCID 69919265, compound

Product 1

HCID 69918488HCID 69918488, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of Example 232C (91 mg, 0.213 mmol) and TBAF (1 in THF, 213 μL, 0.213 mmol) in THF (10 mL) was stirred at rt for 5 min. Reaction was concentrated. Flash column chromatography eluting with 5% methanol/CH2Cl2 to give the dedired product purified the residue (75%).

Workup

  1. customReaction
  2. concentrationwas concentrated
  3. washFlash column chromatography eluting with 5% methanol/CH2Cl2
  4. customto give the dedired product
  5. custompurified the residue (75%)

Sources & evidence

ORD record
ord-161a77188c1241c4990af56cf2342a4d
Source dataset
uspto-grants-2004_12
Patent number
US06831175B2

Reaction notes

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