Acetonitrile → HCID 59570299, compound

HRID 1880762Notes

Reaction equation

[C:1](#[N:3])C.[F:4][C:5]([F:23])([F:22])[CH:6]([C:15]1[CH:20]=[CH:19][N+:18]([O-])=[CH:17][CH:16]=1)[O:7][Si:8]([CH2:13][CH3:14])([CH2:11][CH3:12])[CH2:9][CH3:10].C[Si](C#N)(C)C>C(N(CC)CC)C>[F:4][C:5]([F:23])([F:22])[CH:6]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([C:1]#[N:3])[CH:16]=1)[O:7][Si:8]([CH2:13][CH3:14])([CH2:11][CH3:12])[CH2:9][CH3:10]

Participants

Conditions

Temperature: 90 °C

Procedure

To 40 ml of acetonitrile were added 5 g of 4-[2,2,2-trifluoro-1-(triethylsilyloxy)ethyl]pyridine N-oxide, 5.26 ml of triethylamine, and 5.62 g of trimethylsilyl cyanide, and the mixture was stirred at 90° C. for 20 hours. Thereafter, the reaction solution was allowed to cool to room temperature, and concentrated. The residue was subjected to silica gel column chromatography to obtain 3 g of 4-[2,2,2-trifluoro-1-(triethylsilyloxy)ethyl]pyridine-2-carbonitrile.

Workup

temperatureto cool to room temperature
concentrationconcentrated

Sources & evidence

ORD record: ord-f4dc8124fc2a43a18c4295c4153fa197
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08318776B2

Reaction notes

Loading…