Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220767Generated: October 30, 2026

Sodium Hydroxide → 4-((Tert-butoxycarbonylamino)methyl)-3-methylbenzoic acid

https://huagongshe.com/reaction/220767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-(tert-Butoxycarbonylamino-methyl)-3-methyl-benzoic Acid Methyl EsterHCID 57555221—
Solvent1,4-DioxaneHCID 31275—
Product4-((Tert-butoxycarbonylamino)methyl)-3-methylbenzoic acidHCID 5755543181%

Reaction Steps

4-(tert-Butoxycarbonylamino-methyl)-3-methyl-benzoic acid methyl ester from Example E2h.3 (1.04 g, 3.7 mmol) was dissolved in dioxan (20 ml). 1N NaOH solution (5.6 ml, 5.6 mmol) was added and the mixture was stirred for 18 h at room temperature then concentrated in vacuo. The residue was redissolved in EtOAc, washed with 1N KHSO4 then brine, dried and concentrated in vacuo to yield the title compound (800 mg, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202858B2
Source datasetuspto-grants-2012_06
ORD IDord-6ba7a635ec8a40ee86adf0535820d791
Source noteuspto-grants-2012_06