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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267783Generated: October 26, 2026

Diethyl Malonate → 11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)undecanoic acid

https://huagongshe.com/reaction/1267783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
Reactant1,1,1,2,2,3,3,4,4-Nonafluoro-6-iodohexaneHCID 74887—
Reactant8-Bromooct-1-eneHCID 75907—
Reactant11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(7,7,8,8,8-pentafluorooctyl)-undecanoic acidHCID 18546264—
ReactantEthyl 2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)-9-decenoateHCID 22718077—
Product11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)undecanoic acidHCID 10122843—

Reaction Steps

Starting with the ethyl 2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)-9-decenoate prepared from diethyl malonate, 8-bromo-1-octene and 1-iodo-3,3,4,4,5,5,6,6,6-nonafluorohexane as in Example 5 and the allyl compound prepared in Example 21, the same procedure as shown in Example 21 was repeated to give 11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)undecanoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552068B1
Source datasetuspto-grants-2003_04
ORD IDord-9eba46ed96804efbab7302b671c17308
Source noteuspto-grants-2003_04