Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469721Generated: October 29, 2026

Sodium Hydroxide → 2-Chloro-5-[(2,2-dimethylpropanamido)methyl]benzoic acid

https://huagongshe.com/reaction/1469721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 2-chloro-5-(pivalamidomethyl)benzoateHCID 67971274—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product2-Chloro-5-[(2,2-dimethylpropanamido)methyl]benzoic acidHCID 5848320894.7%

Reaction Steps

The title compound was prepared following the procedure described in step-3 of Intermediate-2 using methyl 2-chloro-5-(pivalamidomethyl)benzoate (2.00 g, 7.05 mmol) in THF:MeOH:H2O (3:2:1; 6 mL) and NaOH (564 mg, 14.1 mmol) to afford 1.8 g of the title product. 1H NMR (300 MHz, DMSO d6): 12.3 (br s, 1H), 8.14 (br t, 1H), 7.61 (s, 1H), 7.47-7.44 (d, J=8.1 Hz, 1H), 7.34-7.32 (d, J=7.8 Hz, 1H), 4.22 (d, J=6.0 Hz, 2H), 1.18 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-504e44b4ea9341bca0b32c9ea2c45547
Source noteuspto-grants-2015_04