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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849824Generated: November 2, 2026

Tert-butyl 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoate → 5-Cyclopropyl-4-((4,4-difluorocyclohexyl)oxy)-2-fluorobenzoic acid

https://huagongshe.com/reaction/1849824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoateHCID 86703654—
ReactantMethyl 5-cyclopropyl-4-((4,4-difluorocyclohexyl)oxy)-2-fluorobenzoateHCID 86703711—
Product5-Cyclopropyl-4-((4,4-difluorocyclohexyl)oxy)-2-fluorobenzoic acidHCID 86703712—

Reaction Steps

Following the procedure as described in Example 332 Step 6, and making variations as required to replace tert-butyl 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoate with methyl 5-cyclopropyl-4-((4,4-difluorocyclohexyl)oxy)-2-fluorobenzoate, the title compound was obtained as a colorless solid (0.32 g, quant. yield): 1H NMR (300 MHz, CDCl3) δ 7.54 (d, J=8.4 Hz, 1H), 6.58 (d, J=12.7 Hz, 1H), 4.60 (br s, 1H), 2.20-1.92 (m, 9H), 0.94-0.88 (m, 2H), 0.65-0.60 (m, 2H); MS (ES−) m/z 313.2 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-28ccc5a2af884666809f07e437e760c9
Source noteuspto-grants-2015_02