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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716014Generated: October 30, 2026

tert-Butyl (2E)-3-{4-[cyclooctylidene(4-hydroxyphenyl)methyl]phenyl}prop-2-enoate → (2E)-3-{4-[Cyclooctylidene(4-hydroxyphenyl)methyl]phenyl}prop-2-enoic acid

https://huagongshe.com/reaction/1716014

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (2E)-3-{4-[cyclooctylidene(4-hydroxyphenyl)methyl]phenyl}prop-2-enoateHCID 86613506—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product(2E)-3-{4-[Cyclooctylidene(4-hydroxyphenyl)methyl]phenyl}prop-2-enoic acidHCID 1121067025.6%

Reaction Steps

tert-Butyl (2E)-3-{4-[cyclooctylidene(4-hydroxyphenyl)methyl]phenyl}prop-2-enoate (50) (0.0586 g, 0.140 mmole) was dissolved in methylene chloride (1 mL) and trifluoroacetic acid (1 mL). The solution was stirred at RT for 4 h, then was concentrated. The residue was recrystallized from EtOAc to provide compound 51 (0.013 g, 25%) as a white solid. 1H NMR (DMSO-d6): δ 12.32 (s, 1H), 9.27 (s, 1H), 7.58 (d, J=8.1 Hz, 2H), 7.51 (d, J=16.1 Hz, 1H), 7.14 (d, J=8.1 Hz, 2H), 6.92 (d, J=8.4 Hz, 2H), 6.66 (d, J=8.4 Hz, 2H), 6.43 (d, J=16.1 Hz, 1H), 2.18 (m, 4H), 1.59 (m, 2H), 1.45 (m, 8H). LRMS (ESI): m/z 361 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799828B2
Source datasetuspto-grants-2010_09
ORD IDord-478705ebd0a240f89635129dc8929630
Source noteuspto-grants-2010_09