Tetrabutylammonium Fluoride → HCID 86591961, compound

HRID 2113101Notes

Reaction equation

HRID 2113101 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C([O:22][C:23](OC(C)C)(OC(C)C)[C:24]1([O:40][CH3:41])[CH:29]=[CH:28][C:27]([CH2:30][C:31]([NH:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:32])=[CH:26][CH2:25]1)(C)C>C1COCC1.C(OCC)(=O)C>[OH:22][CH2:23][C:24]1([O:40][CH3:41])[CH:25]=[CH:26][C:27]([CH2:30][C:31]([NH:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:32])=[CH:28][CH2:29]1

Participants

5

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 86591962HCID 86591962, compound

Product 1

HCID 86591961HCID 86591961, compoundYield 149.2%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

Tetra-butylammonium fluoride (4.48 mL of a 1M solution in THF) was added to a solution of 4-tri-isopropoxymethyl-2-(4′-methoxyphenyl)acetanilide (1.87 g, 4.07 mmol) in THF (12 mL) and stirred for 2 hours. The reaction was diluted with ethyl acetate and washed with saturated ammonium chloride then water and finally dried over sodium sulphate. The solvent was evaporated to afford 1.66 g of a yellow oil.

Workup

  1. washwashed with saturated ammonium chloride
  2. dry with materialwater and finally dried over sodium sulphate
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-72c5c5e43513449db46558a8358d7c93
Source dataset
uspto-grants-2009_04
Patent number
US07524873B2

Reaction notes

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