Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592311Generated: October 31, 2026

Pivalic acid → HCID 66690849, compound

https://huagongshe.com/reaction/592311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPivalic acidHCID 6417—
ReactantTrichloroacetonitrileHCID 11011—
ReactantTriphenylphosphineHCID 11776—
ReactantMethyl 3-amino-5-bromo-4-hydroxybenzoateHCID 66545110—
SolventAcetonitrileHCID 6342—
ProductHCID 66690849HCID 6669084919.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of methyl 3-amino-5-bromo-4-hydroxybenzoate (2.00 g, 4.06 mmol, 50% purity), 2,2-dimethylpropanoic acid (0.83 g, 8.13 mmol), and solid support triphenylphosphine (75% by weight; 4.26 g, 12.2 mmol) in acetonitrile (20 mL) was added trichloroacetonitrile (815 μL, 8.13 mmol). The mixture was heated in a microwave reactor for 10 min at 150° C. The mixture was cooled to ambient temperature, filtered and concentrated. Purification by silica gel chromatography (100% hexanes→70% hexanes/ethyl acetate) gave the title compound (245 mg). LC-MS [M]=312.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238647B2
Source datasetuspto-grants-2016_01
ORD IDord-cc081a99ccff4547a491279baeb58222
Source noteuspto-grants-2016_01