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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601424Generated: October 30, 2026

Triethylamine → 159525-92-5

https://huagongshe.com/reaction/601424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSulfuryl chlorideHCID 24648—
Reactantmethyl L-prolinate hydrochlorideHCID 2733200—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product159525-92-5HCID 1003670287.8%

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of L-proline methyl ester hydrochloride (0.33 g, 0.002 mole) in toluene (5 ml), dichloromethane (2 ml) and triethylamine (0.6 ml, 0.004 mole) was added dropwise over a period of 3 minutes to a cold (−20° C.) solution of sulfuryl chloride (0.32 ml, 0.0039 mole) in toluene. The mixture was stirred an additional 45 minutes at −20° C. The reaction was filtered and the solvent was removed under reduced pressure to give the title compound (0.40 g). 1H NMR (300 MHz, CDCl3) δ 2.13 (m, 2 H) 2.32 (m, 2 H) 3.58 (m, 1 H) 3.75 (m, 1 H) 3.79 (s, 3 H) 4.40 (dd, J=8.82, 4.04 Hz, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902203B2
Source datasetuspto-grants-2011_03
ORD IDord-573d516794b743f1a45bbde0ca93b9ed
Source noteuspto-grants-2011_03