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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456021Generated: October 29, 2026

Hydrochloric Acid → 2-[(4-{2-[(4'-Fluorobiphenyl-4-yl)oxy]-1-hydroxyethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester

https://huagongshe.com/reaction/456021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 58451400HCID 58451400—
SolventEthanolHCID 702—
Product2-[(4-{2-[(4'-Fluorobiphenyl-4-yl)oxy]-1-hydroxyethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl esterHCID 58451401—

Reaction Steps

2-[(4-{[(4′-Fluorobiphenyl-4-yl)oxy]acetyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester 967 mg obtained in Example 2-1 was dissolved in ethanol (10 mL) and, under ice-cooling, sodium borohydride (75 mg) was added and the mixture was stirred for 2 hr 30 min. Water (10 mL) was added, pH was adjusted to about 3 with aqueous hydrochloric acid (1 mol/L), and the mixture was extracted with ethyl acetate (50 mL). The organic layer was washed with saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue purified by column chromatography (Moritex Corporation Purif Pack SI 60 μm size 200 was used. elution solvent: hexane/ethyl acetate=9/1→6/4) to give the title compound as a pale-yellow oily substance (907 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497382B2
Source datasetuspto-grants-2013_07
ORD IDord-aecaea652d9349b3b21b32acfd18ef99
Source noteuspto-grants-2013_07