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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056573Generated: October 31, 2026

Dichloromethane → HCID 86711092, compound

https://huagongshe.com/reaction/1056573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium BicarbonateHCID 516892—
Reactant[1-(tert-Butoxycarbonyl)piperidin-4-yl]acetic acidHCID 1512539—
SolventWaterHCID 962—
ProductHCID 86711092HCID 8671109269.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid (1 g, 4.1 mmol) in DCM (25 mL) and H2O (25 mL) were added NaHCO3 (1.38 g, 16.4 mmol) and TBAHSO4 (0.14 g, 0.41 mmol). The reaction was stirred at 0° C. for 10 min, followed by the addition of a solution of chloromethyl sulfochloridate (499 μL, 5.5 mmol) in DCM (5 mL). The mixture was stirred at rt for 20 h, then washed with brine (25 mL). The organic phase was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v)=10/1) to give the title compound as colorless oil (826 mg, 69.1%). The title compound was characterized by 1H NMR as shown below:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399639B2
Source datasetuspto-grants-2016_07
ORD IDord-683ac8d4ae9c43c481c5b9091f202189
Source noteuspto-grants-2016_07