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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931989Generated: November 1, 2026

Dimethylformamide → HCID 58573313, compound

https://huagongshe.com/reaction/931989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium methanethiolateHCID 4378561—
ReactantHCID 58573562HCID 58573562—
SolventWaterHCID 962—
ProductHCID 58573313HCID 58573313—

Reaction Conditions

Temperature50 °C

Reaction Steps

Sodium thiomethoxide (0.193 g, 2.76 mmol) was added to a solution of ((5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(2,4-dimethoxybenzyl)-3-methyl-2-oxopiperidin-3-yl)methyl 4-methylbenzenesulfonate (Example 88, Step C) (0.738 g, 1.104 mmol) in anhydrous DMF (5.52 mL) at rt under nitrogen. The reaction mixture was heated at 50° C. for 8 hours before being cooled to rt, diluted with water and extracted with ether three times. The organics were pooled, washed with water three times, sat. aq. NaCl solution, dried (MgSO4), filtered and concentrated in vacuo to provide a colorless oil. Purification using a 40 g SiO2 column and eluting with 15 to 40% EtOAc/hexanes provided the title compound as a colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296736B2
Source datasetuspto-grants-2016_03
ORD IDord-101889838463414bb517cb65e0ccef86
Source noteuspto-grants-2016_03