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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275467Generated: October 31, 2026

Sulfuric Acid → 9H-Fluoren-9-ylmethyl 12,12-dimethyl-10-oxo-5,8,11-trioxa-2-azatridecanoate

https://huagongshe.com/reaction/2275467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantIsobutyleneHCID 8255—
Reactant2-(2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)ethoxy)ethoxy)acetic acidHCID 2756092—
SolventDichloromethaneHCID 6344—
Product9H-Fluoren-9-ylmethyl 12,12-dimethyl-10-oxo-5,8,11-trioxa-2-azatridecanoateHCID 6751951084.4%

Reaction Steps

A solution of 150 mg (0.389 mmol) of 8-(9-Fluorenylmethoxycarbonylamino)-3,6-dioxaoctanoic acid, 546 mg (9.73 mmol) isobutylene, and 4.3 μL of 95-98% H2SO4 was stirred at r.t. for 3 days. For workup the reaction solution was diluted with dichloromethane and washed with sat. bicarbonate solution. After drying over sodium sulfate the solvent was removed and the residue obtained purified by chromatography on silica gel with a cHex/EtOAc gradient providing 145 mg (84.4%) of the title compound. ESI MS: 464.12 [M+Na]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127044B2
Source datasetuspto-grants-2015_09
ORD IDord-d53d78ee4b37400e850abc2db39920ff
Source noteuspto-grants-2015_09