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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2086188Generated: November 1, 2026

Hydrochloric Acid → HCID 22279655, compound

https://huagongshe.com/reaction/2086188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium ChlorideHCID 433294—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 69736935HCID 69736935—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22279655HCID 2227965596%

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Methoxycabonylamino-2-methyl-4-[4-(5-phenylpent-1-ynyl)thiophen-2-yl]butanoic acid ethylester (0.82 g, 1.92 mmol) obtained in Example 25(g) was dissolved in a mixture of ethanol (15 ml) and tetrahydrofuran (10 ml), and lithium chloride (0.24 g, 5.75 mmol) and sodium borohydride (0.22 g, 5.75 mmol) were added thereto in an ice bath, and then the reaction mixture was stirred for 2 hours at 70° C. under a nitrogen atmosphere. After the reaction solution was acidified with 1N hydrochloride acid, the resulting solution was extracted with ethyl acetate, and the ethyl acetate layer was washed with a saturated aqueous sodium chloride solution. The ethyl acetate layer was dried over anhydrous sodium sulfate, and the solvent was evaporated in vacua. The residue was purified by chromatography on a silica gel column (elution solvent; hexane:ethyl acetate=4:1-1:1) to give the title compound (0.65 g, 96% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06723745B2
Source datasetuspto-grants-2004_04
ORD IDord-8ec48586fdac485388128cf6006d9079
Source noteuspto-grants-2004_04