Potassium Fluoride → HCID 86641235, compound

HRID 1958761Notes

Reaction equation

HRID 1958761 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]#[C:16][Si](C)(C)C)[CH:12]=[CH:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]C.[F-].[K+]>>[C:15]([C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH:10]=1)#[CH:16]

Participants

3

Reactant 2

HCID 522689Potassium FluorideHCID 68740875HCID 68740875, compound

Product 1

HCID 86641235HCID 86641235, compound

Procedure

According to the method of Example S117b, ((3-(heptyloxy)phenyl)ethynyl)trimethyl silane (575 mg, 2.1 mmol) was reacted with potassium fluoride (429 mg, 7.4 mmol) to give the title compound as a clear oil following silica gel purification (hexane) (390 mg, 93%). 1H NMR (400 MHz, CDCl3) 1H NMR (400 MHz, CDCl3) δ 7.22 (t, 1H, J=7.6 Hz), 7.08 (d, 1H, J=7.2 Hz), 7.02 (s, 1H), 6.90 (d, 1H, J=7.0 Hz), 3.95 (t, 2H, J=6.4 Hz), 3.06 (s, 1H) 1.80-1.75 (m, 2H), 1.48-1.30 (m, 6H), 0.92 (t, 3H, J=6.8 Hz).

Sources & evidence

ORD record
ord-c0e34ae8513345368eab05066f1fd028
Source dataset
uspto-grants-2013_04
Patent number
US08410150B2

Reaction notes

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