Tetrabutylammonium Fluoride → HCID 136338597, compound

HRID 1180343Notes

Reaction equation

[Si]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([CH:21]=[N:22][OH:23])=[CH:17][C:16]=2[F:24])=[CH:11][CH:10]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[F:24][C:16]1[CH:17]=[C:18]([CH:21]=[N:22][OH:23])[CH:19]=[CH:20][C:15]=1[C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=1

Participants

Reactant 2

HCID 2724141Tetrabutylammonium Fluoride

HCID 86596213HCID 86596213, compound

Product 1

HCID 136338597HCID 136338597, compound

Procedure

The title compound was prepared by reacting 4′-{[tert-butyl(dimethyl)silyl]oxy}-2-fluoro-[1,1′-biphenyl]-4-carbaldehyde oxime (1.02 mmol) with tetrabutylammonium fluoride (1.12 mL of 1.0 M solution in tetrahydrofuran, 1.12 mmol) according to Method E to yield 198 mg (84%) of a white solid: mp 178-180° C.; 1H NMR (DMSO-d6): δ 6.84-6.89 (2H, m), 7.39-5.54 (5H, m), 8.17 (1H, s), 9.71 (1H, s), 11.43 (1H, s); MS (ESI) m/z 230 (M−H)−, 232 (M+H)+.

Sources & evidence

ORD record: ord-64c3841fa20244c19a4984518638f4b1
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279600B2

Reaction notes

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