Isopropyltriphenylphosphonium iodide → HCID 86709748, compound

HRID 2174615Notes

Reaction equation

[I-].[CH:2]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([CH3:4])[CH3:3].[F:24][C:25]1([F:41])[O:29][C:28]2[CH:30]=[CH:31][C:32]([CH:34]=[CH:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:33][C:27]=2[O:26]1>>[F:41][C:25]1([F:24])[O:29][C:28]2[CH:30]=[CH:31][C:32]([C@H:34]3[C@H:35]([C:36]([O:38][CH2:39][CH3:40])=[O:37])[C:2]3([CH3:4])[CH3:3])=[CH:33][C:27]=2[O:26]1

Participants

Reactant 2

HCID 2723783Isopropyltriphenylphosphonium iodide

HCID 68280102HCID 68280102, compound

Product 1

HCID 86709748HCID 86709748, compoundYield 54.3%

Procedure

Isopropyltriphenylphosphonium iodide (4.32 g, 10 mmol) and ethyl 3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-acrylate (2.56 g, 10 mmol) were reacted as described under General Procedure B to furnish the title compound (1.62 g, 54%) as a colorless oil. 1H NMR (300 MHz, CDCl3) δ 6.96 (d, J=7.1 Hz, 1H), 6.89 (s, 1H), 6.87 (d, J=7.1 Hz, 1H), 4.18 (q, J=7.2 Hz, 2H), 2.66 (d, J=5.8 Hz, 1H), 1.88 (d, J=5.8 Hz, 1H), 1.36 (s, 3H), 1.30 (t, J=7.2 Hz, 3H), 0.92 (s, 3H).

Sources & evidence

ORD record: ord-33ca2fe051db46b8942007e0ddb2f6f5
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09062013B2

Reaction notes

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