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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177770Generated: October 31, 2026

Lithium Hydroxide → 6-(Benzenesulphonylmethyl)-2-(2-t-butoxyaminoethoxy)-3-ethylbenzoic acid

https://huagongshe.com/reaction/2177770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 6-(benzenesulphonylmethyl)-2-(2-t-butoxycarbonylaminoethoxy)-3-ethylbenzoateHCID 67107759—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product6-(Benzenesulphonylmethyl)-2-(2-t-butoxyaminoethoxy)-3-ethylbenzoic acidHCID 86677113131.6%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of methyl 6-(benzenesulphonylmethyl)-2-(2-t-butoxycarbonylaminoethoxy)-3-ethylbenzoate (Intermediate 108, 0.125 g), and lithium hydroxide (0.066 g) in dioxane (1.4 ml) and water (0.4 ml) was stirred and heated in the microwave at 130° C. for 45 minutes. The mixture was evaporated to dryness and the residue was partitioned between ethyl acetate and water. The aqueous layer was acidified with hydrochloric acid (1M) and extracted with ethyl acetate, washed with water, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness to give 6-(benzenesulphonylmethyl)-2-(2-t-butoxyaminoethoxy)-3-ethylbenzoic acid (0.075 g) as a colourless gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067905B2
Source datasetuspto-grants-2015_06
ORD IDord-77143d829f634b9ba09837eb26f440eb
Source noteuspto-grants-2015_06