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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590589Generated: October 27, 2026

Acetone → 4-[[[4-(hexahydro-1H-azepin-1-yl)-phenyl]-sulphonyl]-amino]-3-hydroxy butanoic acid

https://huagongshe.com/reaction/1590589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
Reactant4-Amino-3-hydroxybutanoic acidHCID 2149—
ReactantDabcoHCID 9237—
Reactant(4-Hexahydro-azepin-1-yl-benzenesulphonyl) chlorideHCID 10355958—
SolventWaterHCID 962—
Product4-[[[4-(hexahydro-1H-azepin-1-yl)-phenyl]-sulphonyl]-amino]-3-hydroxy butanoic acidHCID 54118888150.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

4.1 g of (4-hexahydro-azepin-1-yl-benzenesulphonyl) chloride then 12 cm3 of acetone are added to a solution of 1.4 g of 3-hydroxy-4-amino butanoic acid and 3.36 g of 1,4-diazabicyclo [2.2.2]octane (DABCO) in 18 cm3 of water. Agitation is carried out for 6 hours at ambient temperature, the acetone is evaporated off, the residue is cooled down to 0° C. and 7.5 cm3 of 2N hydrochloric acid is added. Extraction is carried out with chloroform, the extracts are dried and evaporated to dryness. 6.3 g of desired product is obtained, used as it is for the following stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05204341
Source datasetuspto-grants-1993_04
ORD IDord-903cc4cb070b497ea3faf895e944aac8
Source noteuspto-grants-1993_04