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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 25581Erstellt: 25. Oktober 2026

Water → HCID 178486043, Verbindung

https://huagongshe.com/reaction/25581

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPyridineHCID 1049—
EduktMethanesulfonyl chlorideHCID 31297—
EduktHCID 178486040HCID 178486040—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktHCID 178486043HCID 17848604365%

Reaktionsschritte

A solution of 520 mg (1.95 mmol) of trans-[4-(3-Hydroxy-prop-1-ynyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester in 14 ml CH2Cl2 was treated at 0° C. with 0.17 ml (2.14 mmol) methanesulfonylchloride, 0.235 ml (2.92 mmol) pyridine and 238 mg (1.95 mmol) DMAP. The reaction mixture was warmed up over night to room temperature, water (2 ml) was added and the reaction was stirred for 5 min. After extraction with aqueous 10% KHSO4/Et2O (3×) the organic phases were washed with aqueous saturated NaHCO3 (2×), aqueous 10% NaCl, dried over Na2SO4 and evaporated to yield 435 mg (65%) of trans-Methanesulfonic acid 3-[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl]-prop-2-ynyl ester, MS: 345 (M).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06858651B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-793fb0110fba4dada34d375e4c77e623
Quellennotizuspto-grants-2005_02