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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 367364Generated: October 29, 2026

Water → 81037-06-1

https://huagongshe.com/reaction/367364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPivalaldehydeHCID 12417—
ReactantL-Lactic AcidHCID 107689—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
CatalystSulfuric AcidHCID 1118—
SolventPentaneHCID 8003—
Product81037-06-1HCID 9920448—

Reaction Conditions

Temperature-80 °C

Reaction Steps

A mixture of L-Lactic acid (106 g of 85% in H2O), pivalaldehyde (220 mL), p-toluene sulfonic acid mono hydrate (2.0 g) and H2SO4 conc. (8 drops) in pentane (800 mL) was refluxed with azeotropic removal of the water formed using a Dean-Stark trap. The supernatant was decanted, washed with water, dried over MgSO4 and concentrated. The resulting residue was dissolved in hexane (800 mL) and cooled to -80° C. for 20 h. Crystals were collected by filtration in a cold room (5° C.) and washed with cold hexane (-78° C.). The crystals were dissolved in Et2O, dried over MgSO4 and concentred to give the title compound as a colorless oil. 1H NMR(CD3COCD3): δ0.95 (9H, s), 1.38 (3H,d), 4.47 (1H, m), 5.24 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133292
Source datasetuspto-grants-2000_10
ORD IDord-bcb48caa87724b93b95a090183df350b
Source noteuspto-grants-2000_10