Triphenylphosphine → HCID 86673539, compound

HRID 875019Notes

Reaction equation

HRID 875019 reaction equation
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:21][C:22]1[S:23][CH:24]=[C:25]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[N:26]=1>C1(C)C=CC=CC=1>[F:33][C:30]1[CH:29]=[CH:28][C:27]([C:25]2[N:26]=[C:22]([CH:21]=[P:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[S:23][CH:24]=2)=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 59402828HCID 59402828, compound

Product 1

HCID 86673539HCID 86673539, compoundYield 13.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

Triphenylphosphine (4.82 g, 18.38 mmol) was added to a solution of 2-(bromomethyl)-4-(4-fluorophenyl)thiazole (5 g, 18.38 mmol) in toluene (30.0 mL) and the reaction was refluxed at 60° C. for 2 h. A precipitate was formed which was filtered and washed with ether (10 mL) thrice to provide 4-(4-fluorophenyl)-2-((triphenylphosphoranylidene)methyl)thiazole (1.1 g, 10.89%), which was carried through without further purification. MS (ESI) m/z: Calculated for C28H21FNPS: 453.11. found: 454.0 (M+H)+

Workup

  1. customA precipitate was formed which
  2. filtrationwas filtered
  3. washwashed with ether (10 mL) thrice

Sources & evidence

ORD record
ord-dfd716399e86407d9a516fddb65d714e
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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