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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413683Generated: October 29, 2026

Water → (r)-1-(3-(10,11-Dihydro-5h-dibenzo[b,f]azepin-5-yl)-2-hydroxypropyl)-3-piperidinecarboxylic acid

https://huagongshe.com/reaction/413683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant(R)-1-(3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-2-hydroxy-propyl)-3-piperidinecarboxylic acid ethyl esterHCID 70010011—
SolventEthanolHCID 702—
Product(r)-1-(3-(10,11-Dihydro-5h-dibenzo[b,f]azepin-5-yl)-2-hydroxypropyl)-3-piperidinecarboxylic acidHCID 7001007766%

Reaction Steps

The above ester (0.38 g, 0.93 mmol) was dissolved in ethanol (5 ml), 2 N sodium hydroxide (1.54 ml, 3.07 mmol) was added and the homogeneous mixture was stirred at room temperature for 24 h. Water (15 ml) was added and the ethanol was removed in vacuo. The aqueous solution was washed with ether (2×10 ml) and pH was adjusted to 6 by addition of 1N hydrochloric acid. The acidic mixture was extracted with dichloromethane (2×15 ml). The combined organic extracts were washed with water (20 ml), dried (MgSO4) and concentrated in vacuo. The residue was triturated with ether and the product collected by filtration to give 0.23 g (66%) of the title compound as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06569849B1
Source datasetuspto-grants-2003_05
ORD IDord-fcf83fa0892345f1b8ddb87230919e68
Source noteuspto-grants-2003_05