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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 130597Generated: November 1, 2026

Butanoic acid, 4-chloro-, 1,1-dimethylethyl ester → 3-[(tert-Butyl)oxycarbonyl]propyl phenylmethyl butane-1,4-dioate

https://huagongshe.com/reaction/130597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButanoic acid, 4-chloro-, 1,1-dimethylethyl esterHCID 527695—
ReactantCesium monobenzylsuccinateHCID 86600772—
SolventDimethylformamideHCID 6228—
Product3-[(tert-Butyl)oxycarbonyl]propyl phenylmethyl butane-1,4-dioateHCID 5973069614.3%

Reaction Steps

A solution of tert-butyl 4-chlorobutyrate (8.9 g, 50 mmol) and cesium monobenzylsuccinate (prepared from monobenzyl succinate and CsOH) (50 mmol) in 100 mL of DMF was heated at 80° C. for 2 days. DMF was evaporated and chromatographed on silica (hexane-ethyl acetate) to afford 2.5 g (14%) of the title compound 3 as a colorless liquid. 1H NMR (DMSO-d6) δ 7.35 (s, 5H), 5.09 (s, 2H), 3.99 (t, J=7 Hz, 2H), 2.58 (m, 4H), 2.25 (t, J=7 Hz, 2H), 1.93 (q, 2H), 1.41 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07381818B2
Source datasetuspto-grants-2008_06
ORD IDord-af1e4825cede4c4e89a35d132e5d952e
Source noteuspto-grants-2008_06