Carbon tetrabromide → HCID 67985218, compound

HRID 623669Notes

Reaction equation

HRID 623669 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20]([Br:24])(Br)(Br)Br.[CH3:25][O:26][C:27]([C:29]1[N:30]=[N:31][N:32]([C:42]2[CH:47]=[C:46]([CH:48]([CH3:50])[CH3:49])[C:45]([O:51][CH2:52][C:53]3[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=3)=[CH:44][C:43]=2[O:59][CH2:60][C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)[C:33]=1[C:34]1[CH:39]=[CH:38][C:37](CO)=[CH:36][CH:35]=1)=[O:28]>C(Cl)Cl>[CH3:25][O:26][C:27]([C:29]1[N:30]=[N:31][N:32]([C:42]2[CH:47]=[C:46]([CH:48]([CH3:50])[CH3:49])[C:45]([O:51][CH2:52][C:53]3[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=3)=[CH:44][C:43]=2[O:59][CH2:60][C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)[C:33]=1[C:34]1[CH:35]=[CH:36][C:37]([CH2:20][Br:24])=[CH:38][CH:39]=1)=[O:28]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 67984556HCID 67984556, compound

Product 1

HCID 67985218HCID 67985218, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triphenylphosphine (1.45 g, 5.54 mmol) and carbon tetrabromide (1.84 g, 5.54 mmol) were added to a solution of 1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-(4-hydroxymethyl-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid methyl ester (2.4 g, 4.26 mmol) in dry DCM (48 ml) at 0° C. The mixture was stirred at this temperature for one hour, then the solvent was removed under reduced pressure and the residue was purified by column chromatography (PE/AcOEt: 70:30). The title compound was obtained as an oil (2.32 g, 87%).

Workup

  1. customthe solvent was removed under reduced pressure
  2. customthe residue was purified by column chromatography (PE/AcOEt: 70:30)

Sources & evidence

ORD record
ord-94350578e3884be9ae8fae9eb85f8a57
Source dataset
uspto-grants-2016_04
Patent number
US09302998B2

Reaction notes

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