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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239161Generated: October 28, 2026

Sodium Hydroxide → 2-(1-Tert-butoxycarbonyl-5-oxo-azepan-4-YL)acetic acid

https://huagongshe.com/reaction/239161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-Ethoxycarbonylmethyl-5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl esterHCID 86686053—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-(1-Tert-butoxycarbonyl-5-oxo-azepan-4-YL)acetic acidHCID 8348900065.6%

Reaction Steps

23.3 g sodium hydroxide in 218 mL water was added to 38 g 4-ethoxycarbonylmethyl-5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester in 155 mL THF. The reaction was stirred over night at RT, THF was removed and the mixture was extracted with dichlormethane. The aqueous part was acidified with 3M HCl to pH 3 at 0° C. The aqueous solution was extracted with dichloromethane, dried over magnesium sulfate, concentrated under reduced pressure to give 18.2 g of the desired product. (M+H)+=272

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642774B2
Source datasetuspto-grants-2014_02
ORD IDord-0e0c6f6c2aab4b7684b45f69e503a4b2
Source noteuspto-grants-2014_02