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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 892008Generated: October 26, 2026

Lithium Hydroxide → 4-(2-{3-[4-(3,4-Dichloro-phenoxy)-piperidin-1-yl]-2-hydroxy-propoxy}-phenylcarbamoyl)-3-methyl-butyric acid

https://huagongshe.com/reaction/892008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant3-Methylglutaric anhydrideHCID 77828—
Reactant1-(2-Aminophenoxy)-3-[4-(3,4-dichlorophenoxy)-1-piperidinyl]-2-propanolHCID 9869936—
ReactantOxolane--water (1/1)HCID 21881883—
SolventWaterHCID 962—
Product4-(2-{3-[4-(3,4-Dichloro-phenoxy)-piperidin-1-yl]-2-hydroxy-propoxy}-phenylcarbamoyl)-3-methyl-butyric acidHCID 10119620—

Reaction Steps

1-(2-aminophenoxy)-3-[4-(3,4-dichlorophenoxy)-1-piperidinyl]-2-propanol (75 uL, 0.2M/NMP) was mixed with 3-methyl glutaric anhydride (3 eq, 225 uL 0.2M /NMP) to get a product containing both esther and amide. After evaporation of the mixture it was treated with 3 eq 0.5M LiOH in (THF/water 1:4) for two hours at 80° C. to hydrolyse the esther. The reaction mixture was diluted with more water (2 mL) and the desired product was extracted with 5×500 uL EtOAc which was evaporated to dryness.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07005439B2
Source datasetuspto-grants-2006_02
ORD IDord-5ec1299173da45a9b8e12c6aa3d84e9f
Source noteuspto-grants-2006_02