Triphenylphosphine → HCID 67923954, compound
Reaction equation
[Br:1]C1OCC=C1.[CH3:7][C:8]1[CH:9]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10](=[O:13])[O:11][CH:12]=1.[C:20]1([P:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1C=CC=CC=1>[Br-:1].[CH3:7][C:8]1[CH:9]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10](=[O:13])[O:11][C:12]=1[P+:26]([C:27]1[CH2:32][CH:31]=[CH:30][CH2:29][CH:28]=1)([C:33]1[CH2:34][CH:35]=[CH:36][CH2:37][CH:38]=1)[C:20]1[CH2:25][CH:24]=[CH:23][CH2:22][CH:21]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5-Bromo-2,5-dihydrofuran-4-methyl-2-oxo-3-phenylfuran (3.46 g) and triphenylphosphine (4.14 g) in benzene (50 mls), were heated under reflux overnight. The colourless salt was filtered off, washed with benzene, then ether (2 portions), and dried to give the title compound as a white solid, (6.13 g, 85%), m.p. 214°-217° C. (decomp), acetonitrile/ethyl acetate. (Found: C, 67.21; H, 4.61; Br, 15.65%. C29H24BrO2P requires C, 67.58; H, 4.69; Br, 15.51%); νmax (CH2Cl2) 1775(s)cm-1 ; δH (CDCl3) 2.14 (3H,d,J4Hz), 7.1-8.5 (20H,m) and 9.75 (1H,d,J7Hz); [mass spectrum: +ve ion (thioglycerol) MH+, 435].