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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602525Generated: October 30, 2026

Hydrochloric Acid → HCID 22002658, compound

https://huagongshe.com/reaction/1602525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantCyclopentyl[4-(methylsulfanyl)phenyl]methanoneHCID 22002634—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventTolueneHCID 1140—
SolventCarbon TetrachlorideHCID 5943—
ProductHCID 22002658HCID 2200265869.9%

Reaction Steps

To a solution of the ketone from Step 1 (7.2 g, 32.7 mmol) in 4.7 ml CCl4 and 9.6 ml toluene was added Aliquat 336 (2.11 g, 5.20 mmol) and powdered NaOH (2.88 g, 71.9 mmol) and the mixture was stirred for 16 h at r.t. To the brown mixture was added 100 ml of 5% aq. HCl and extracted with EtOAc (4×100 ml). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (20% EtOAc/hexane) gave 5.4 g of the title compound as a white waxy solid (70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981576
Source datasetuspto-grants-1999_11
ORD IDord-812f8742186b439fa09ba5db9378d4e7
Source noteuspto-grants-1999_11