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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274370Generated: November 1, 2026

Tributylphosphine → HCID 131733390, compound

https://huagongshe.com/reaction/2274370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
ReactantDiamideHCID 5353800—
ReactantHCID 12397048HCID 12397048—
ReactantHCID 102143846HCID 102143846—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131733390HCID 13173339051.2%

Reaction Steps

To a solution of alcohol 14 (190 mg, 0.43 mmol) and phenol 18 (102 mg, 0.56 mmol) in THF (6 mL) at −10° C. was added PBu3 (0.15 mL, 0.65 mmol) followed by tetramethylazodicarboxamide (TMAD) (111 mg, 0.65 mmol). The reaction mixture was slowly warmed to room temperature and was stirred for 22 hours. Solvent was evaporated under reduced pressure and purified by flash column chromatography on silica gel using [hexane/EtOAc (80:20)→hexane/EtOAc (50:50)] as eluent to isolate product 19b (130 mg, 0.22 mmol, 50%) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126965B1
Source datasetuspto-grants-2015_09
ORD IDord-ec8592ddeb784b9aaa52b5ea30a63205
Source noteuspto-grants-2015_09