Sodium hydride → HCID 54223591, compound

HRID 484987Notes

Reaction equation

[H-].[Na+].[CH3:3][CH2:4][O:5][C:6]([CH:8](P(OCC)(OCC)=O)[CH3:9])=[O:7].[CH3:18][O:19][C:20]1[CH:25]=[C:24]([CH3:26])[C:23]([CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=O)=[C:22]([CH3:33])[C:21]=1[CH3:34]>O1CCCC1>[CH3:18][O:19][C:20]1[CH:25]=[C:24]([CH3:26])[C:23]([CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=[C:8]([CH3:9])[C:6]([O:5][CH2:4][CH3:3])=[O:7])=[C:22]([CH3:33])[C:21]=1[CH3:34]

Participants

Conditions

Temperature: 0 °C

Procedure

To a suspension of NaH (2g of 50% reagent) in 100 ml of tetrahydrofuran (THF), stirred under an atmosphere of nitrogen at 0° C., (ice bath), was added dropwise 8.8 g (37 mmol) of triethyl 2-phosphonopropionate. The resulting mixture was stirred in the ice bath for additional 2.5 hrs and a solution of 5-(4-methoxy-2,3,6-trimethylphenyl)-penta-2,4-dien-1-al (8.4 g, 37 mmol) in 20 ml of THF was added. The mixture was stirred at room temperature for 4 hrs.

Workup

stirringThe mixture was stirred at room temperature for 4 hrs

Sources & evidence

ORD record: ord-6c1a9de33f4a4da59a236516e05e48c4
Source dataset: uspto-grants-1985_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04534979

Reaction notes

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