Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 53872111, compound

HRID 1493518Notes

Reaction equation

[CH:1]([C:3]1[CH:7]=[C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[NH:5][C:4]=1[C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)=O.C1(P(=[CH:37][C:38]([O:40][CH3:41])=[O:39])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1>[C:38]([CH:37]=[CH:1][C:3]1[CH:7]=[C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[NH:5][C:4]=1[C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)([O:40][CH3:41])=[O:39]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 100 mg (0.386 mmole) of 3-formyl-2,5-dithienylpyrrole in toluene (3 mL) was added methyl (triphenylphosphoranylidene)acetate (129 mg, 0.386 mmol) at room temperature. The reaction mixture was then stirred at 60° C. for 16 hours. The reaction solvent was evaporated under reduced pressure, and the crude product then purified on 50 g of silica gel. Elution with hexane-ethyl acetate, 5:1, gave the title compound (97 mg) in 58% yield.

Workup

customThe reaction solvent was evaporated under reduced pressure
customthe crude product then purified on 50 g of silica gel
washElution with hexane-ethyl acetate, 5:1

Sources & evidence

ORD record: ord-954f5580fecf46388f7ec2406213abe1
Source dataset: uspto-grants-1991_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05021586

Reaction notes

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