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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481902Generated: October 29, 2026

Acetone Cyanohydrin → HCID 54721668, compound

https://huagongshe.com/reaction/481902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetone CyanohydrinHCID 6406—
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-oneHCID 54680410—
SolventAcetic AcidHCID 176—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 54721668HCID 54721668—

Reaction Steps

The title compound was prepared as described in General Method 8 using the following: 5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one (0.250 g, 0.940 mmol), Et3N (0.13 mL, 0.94 mmol), benzoyl chloride (0.109 mL, 0.94 mmol), CH2Cl2 (2.0 mL), acetonitrile (5.0 mL), acetone cyanohydrin (0.01 mL, 0.09 mmol), Et3N (0.27 mL, 1.9 mmol), glacial acetic acid (10.0 mL), sodium cyanoborohydride (0.133 g, 2.11 mmol). Purification was achieved by submitting the final residue to column chromatograpy (SiO2, 4/1 hexane/ethyl acetate to 3/2 hexane/ethyl acetate) to provide a solid (0.105 g, 63°-65° C.). 1H NMR (400 MHz, DMSO-d6) δ11.136 (s, 1H), 7.501-7.280 (m, 11H), 6.997-6.932 (m, 2H), 6.566 (d, 2H, J=7 Hz), 3.530 (s, 2H), 3.432 (s, 2H),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789440
Source datasetuspto-grants-1998_08
ORD IDord-34034b685f294115812d1ac18f31737a
Source noteuspto-grants-1998_08