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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389082Generated: October 29, 2026

Cyclohexanol → HCID 67411654, compound

https://huagongshe.com/reaction/2389082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanolHCID 7966—
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant(R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-oneHCID 51066623—
ProductHCID 67411654HCID 6741165452%

Reaction Steps

The compound was prepared in a manner similar as to that described above using (R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-one (2.0 g, 0.0082 mol), cyclohexanol, 4-(1-methylethyl)-(1.3 g, 0.0090 mol), triphenylphosphine (2.6 g, 0.0099 mol), tetrahydrofuran (45 mL, 0.55 mol), and diisopropyl azodicarboxylate (2.0 g, 0.0099 mol) to give 1.6 g of the desired product as a yellow solid (52%). ESI-MS: 368 (M+H)+. 1H NMR (400 MHz, CDCl3) δ=7.81-7.59 (m, 2 H), 7.49-7.30 (m, 1 H), 7.22-7.04 (m, 2 H), 6.88-6.64 (m, 1 H), 4.66 (br. s., 1 H), 4.40 (s, 2 H), 4.34-4.18 (m, 1 H), 2.29-2.07 (m, 2 H), 1.91-1.69 (m, 6 H), 1.64-1.09 (m, 5 H), 0.96-0.69 (m, 6 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269043B2
Source datasetuspto-grants-2012_09
ORD IDord-3d4adf1b21de49f9b5339891f4514b15
Source noteuspto-grants-2012_09