Carbon tetrabromide → HCID 67396310, compound

HRID 714667Notes

Reaction equation

HRID 714667 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:15]O)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:14])[CH:7]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:37]>C1COCC1>[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:14])[CH:5]=[C:4]([CH2:15][Br:37])[CH:3]=1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 67395257HCID 67395257, compound

Product 1

HCID 67396310HCID 67396310, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

177 mg (0.60 mmol) of the compound from Example 115A and 187 mg (0.71 mmol) of triphenyl-phosphine were dissolved in 4 ml of THF, and 237 mg (0.71 mmol) of carbon tetrabromide were added at RT. The mixture was then stirred at RT for 16 h. For work-up, the mixture was filtered through 20 g of kieselguhr and the filtrate was concentrated under reduced pressure. The residue was purified chromatographically [Method 19]. This gave, in a purity of 79%, 129 mg (60% of theory) of the target compound, which were immediately reacted further.

Workup

  1. filtrationFor work-up, the mixture was filtered through 20 g of kieselguhr
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified chromatographically [Method 19]
  4. customThis gave, in a purity of 79%, 129 mg (60% of theory) of the target compound, which were immediately reacted further

Sources & evidence

ORD record
ord-3bdd5cb6b2c44ceeb29093ff6241e7cc
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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