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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110878Generated: November 2, 2026

Tributylphosphine → HCID 23159874, compound

https://huagongshe.com/reaction/2110878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantBenzenepropanoic acid, 4-hydroxy-, methyl esterHCID 79706—
ReactantHCID 23111775HCID 23111775—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23159874HCID 2315987485.4%

Reaction Steps

To a solution of [3-(1-benzothiophen-3-yl)phenyl]methanol (0.70 g, 2.91 mmol), methyl 3-(4-hydroxyphenyl)propanoate (0.58 g, 3.22 mmol) and tributylphosphine (0.95 mL, 3.81 mmol) in anhydrous tetrahydrofuran (40 mL) was added 1,1′-(azodicarbonyl)dipiperidine (0.96 g, 3.80 mmol) by small portions, and the mixture was stirred at room temperature for 18 hr. The reaction solution was diluted with diethyl ether (40 mL). The precipitate was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:5) to give the title compound (1.0 g, yield 85%) as a colorless oil. MS: m/z 403 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517910B2
Source datasetuspto-grants-2009_04
ORD IDord-bc15272a408341a09279af5757abf1d4
Source noteuspto-grants-2009_04