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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369597Generated: October 31, 2026

N-Methyldiethanolamine → HCID 85807772, compound

https://huagongshe.com/reaction/1369597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethyldiethanolamineHCID 7767—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantMethyl phenylsulfonyl acetateHCID 555619—
SolventTetrahydrofuranHCID 8028—
ProductHCID 85807772HCID 8580777216.6%

Reaction Conditions

Temperature40 °C

Reaction Steps

2-(Phenylsulfonyl)acetic acid, methyl ester (205 mg, 0.95 mmol) was dissolved in THF (20 ml), then treated with N-methyl-diethanolamine (111 μl, 0.97 mmol), 1,1′-(azodicarbonyl)-dipiperidine (483 mg, 1.91 mmol) then tributylphosphine (197 μl, 1.91 mmol). After 10 minutes the mixture was warmed to 40° C. After stirring for 3 hours the solvents were removed and the residue purified by flash column chromatography on silica gel eluted with 25-75% ethyl acetate in hexanes to give N-(N-methyl-4-(phenylsulfonyl)-isonipecotic acid, methyl ester (47 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06579889B2
Source datasetuspto-grants-2003_06
ORD IDord-90e301443a3a435ba6fc5be61e3239ae
Source noteuspto-grants-2003_06