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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771094Generated: November 2, 2026

Triphenylphosphine → HCID 86728175, compound

https://huagongshe.com/reaction/1771094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDimethyl acetylenedicarboxylateHCID 12980—
ReactantHCID 3908440HCID 3908440—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 86728175HCID 8672817579%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of triphenylphosphine (629 mg, 2.40 mmol) and Intermediate 11A (458 mg, 2.00 mmol) in ClCH2CH2Cl (1 mL) was added dimethyl but-2-ynedioate (0.26 mL, 2.1 mmol) drop wise at rt. The reaction mixture was stirred at 80° C. in a capped vial for 18 h. The reaction mixture was allowed to cool to rt, loaded on to a 40 g silica gel column and purified with 0-100% EtOAc/Hex to give Intermediate 11B (560 mg, 1.58 mmol, 79.0% yield) as a slightly tan viscous oil. HPLC/MS (Method L) RT=1.77 min, [M+H]+ 356.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249096B2
Source datasetuspto-grants-2016_02
ORD IDord-9b4d3879313447378635287e0a9163dc
Source noteuspto-grants-2016_02