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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909701Generated: October 31, 2026

Benzenesulfonic Acid → HCID 86611562, compound

https://huagongshe.com/reaction/1909701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic AcidHCID 7371—
ReactantDG 051 (free base)HCID 44537807—
SolventDiethyl EtherHCID 3283—
ProductHCID 86611562HCID 8661156284.7%

Reaction Steps

500 mg of 4-{(S)-2-[4-(4-chloro-phenyoxy)-phenoxymethyl]-pyrrolidin-1-yl}-butyric acid was dissolved in ether (120 ml). To the solution was added dropwise the solution of benzensulfonic acid (240 mg, 1.2 eq.) in ether (4 ml). The mixture was stirred at rt for 2 h. Ether was removed to about 50 ml. The white solid was collected by filtration and washed with ether and dried on a vacuum line at 70° C. over weekend to provide the title product (595 mg, 63%); 1H NMR (400 MHz, DMSO-d6) δ 1.80˜2.05 (m, 5H), 2.25 (m, 1H), 2.37 (t, J=7.2 Hz, 2H), 3.17 (m, 2H), 3.44 (m, 1H), 3.62 (m, 1H), 3.94 (m, 1H), 4.15 (t, J=8.4 HZ, 1H), 4.30 (dd, J=3.2, 10.8 Hz, 1H), 6.94 (d, J=9.2 Hz, 2H), 7.06 (s, 4H), 7.31 (m, 3H), 7.41 (d, J=9.2 Hz, 2H), 7.60 (m, 2H). HPLC purity: 99%; MS?

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598359B2
Source datasetuspto-grants-2013_12
ORD IDord-f7152bb2b70a4cb091a6983ced409b00
Source noteuspto-grants-2013_12