Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 631489Generated: October 30, 2026

Acetonitrile → 5-Fluoro-4-(fluoromethyl)-4-methyl-3-oxopentanenitrile

https://huagongshe.com/reaction/631489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-fluoro-2-(fluoromethyl)-2-methylpropanoateHCID 86653519—
SolventTetrahydrofuranHCID 8028—
Product5-Fluoro-4-(fluoromethyl)-4-methyl-3-oxopentanenitrileHCID 8665351880.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

According to the procedure described in Example 161B Step 1, methyl 3-fluoro-2-(fluoromethyl)-2-methylpropanoate (5.21 g, 34.2 mmol), NaH (1.248 g, 52 mmol), and MeCN (2.791 g, 68 mmol) in THF (40 mL) were heated at 70° C. overnight, to afford 5-fluoro-4-(fluoromethyl)-4-methyl-3-oxopentanenitrile as oil (4.412 g, 80%). 1H NMR (300 MHz, CDCl3) δ 4.67 (m, 2H), 4.52 (m, 2H), 3.80 (s, 2H), 1.27 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09320739B2
Source datasetuspto-grants-2016_04
ORD IDord-dc9bbf9566a04a03aa882708b638257c
Source noteuspto-grants-2016_04