Triphenylphosphine → HCID 178419577, compound

HRID 639824Notes

Reaction equation

HRID 639824 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:20][CH2:21][C:22]1[N:23]=[N:24][N:25]([C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([Cl:33])[CH:28]=2)[N:26]=1>C1(C)C=CC=CC=1>[BrH:20].[Cl:33][C:29]1[CH:28]=[C:27]([N:25]2[N:24]=[N:23][C:22]([CH2:21][PH: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)=[N:26]2)[CH:32]=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 68431598HCID 68431598, compound

Product 1

HCID 178419577HCID 178419577, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

Triphenylphosphine (89.4 mg, 0.341 mmol) was added to 5-bromomethyl-2-(3-chloro-phenyl)-2H-tetrazole (93.2 mg, 0.341 mmol) in toluene (5 mL). The reaction was heated at 80° C. under Argon for 4.5 hours. The reaction was cooled and concentrated to yield the title compound as a white solid (165.1 mg, 90%). 1H NMR CDCl3 δ (ppm): 7.96 (m, 6H), 7.80 (m, 4H), 7.70 (m, 6H), 7.44 (d, 2H), 7.28 (s, 1H), 6.17 (d, 2H).

Workup

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-18ee85197ecb476283fa4801022e8cd4
Source dataset
uspto-grants-2010_04
Patent number
US07691892B2

Reaction notes

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