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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940138Generated: October 31, 2026

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

https://huagongshe.com/reaction/1940138

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 numberUS05698584
Source datasetuspto-grants-1997_12
ORD IDord-d9deedc6741c42eba1278ce642060f5e
Source noteuspto-grants-1997_12