Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582497Generated: October 30, 2026

Hydrochloric Acid → Acetic acid 2-methyl-1-(4-methylthiophenyl)propan-1-on-2-yl ester

https://huagongshe.com/reaction/582497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetyl chlorideHCID 6367—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2-Hydroxy-4'(methylthio)isobutyrophenoneHCID 11413168—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductAcetic acid 2-methyl-1-(4-methylthiophenyl)propan-1-on-2-yl esterHCID 1840018341.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a 0° C. solution of 2-hydroxy-2-methyl-1-(4-(methylthio)phenyl)propan-1-one (150 g, example 1, Step 2), DBU (217 g) and DMAP (7 g) in dichloromethane (850 mL) was added acetyl chloride (112.2 g) dropwise and the mixture was stirred for 6 h. at 25° C. More DBU (32.5 g) was added and the mixture was stirred an additionnal 16 h. The reaction mixture was poured over 2N HCl (800 mL) and the organic layer was separated, washed with a saturated solution of NaHCO3, dried over MgSO4, filtered and the solvent was evaporated under vacuum. The residue was swished in Et2O, then 25% ethyl acetate in hexane, then filtered and dried giving 74 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05925631
Source datasetuspto-grants-1999_07
ORD IDord-e023b1df53db40fc9197f01f7e58089f
Source noteuspto-grants-1999_07