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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469790Generated: November 1, 2026

Sodium Hydroxide → 2-Chloro-4-fluoro-5-(pivalamidomethyl)benzoic acid

https://huagongshe.com/reaction/1469790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 2-chloro-4-fluoro-5-(pivalamidomethyl)benzoateHCID 86692266—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product2-Chloro-4-fluoro-5-(pivalamidomethyl)benzoic acidHCID 8669226883.8%

Reaction Steps

The title compound was prepared following the procedure described in step-3 of Intermediate-2 using methyl 2-chloro-4-fluoro-5-(pivalamidomethyl)benzoate (250 mg, 0.83 mmol) in THF:MeOH:H2O (3:2:1; 6 mL) and NaOH (66 mg, 1.66 mmol) to afford 200 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 8.17-8.14 (t, J=6.0 Hz, 1H), 7.76-7.73 (d, J=8.4 Hz, 1H), 7.53-7.50 (d, J=9.9 Hz, 1H), 4.26 (d, J=5.7 Hz, 2H), 1.12 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-728d3239c513488aaea2a8f8797e0a7d
Source noteuspto-grants-2015_04