Carbon tetrabromide → 861135-68-4

HRID 2261324Notes

Reaction equation

HRID 2261324 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[O:7][N:6]=[C:5]([CH2:8]O)[CH:4]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:32]>C(OCC)C>[Br:32][CH2:8][C:5]1[CH:4]=[C:3]([C:2]([F:11])([F:10])[F:1])[O:7][N:6]=1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 153652003-Isoxazolemethanol,5-(trifluoromethyl)-(9CI)

Product 1

HCID 57736368861135-68-4Yield 33.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2.47 g of (5-trifluoromethyl-isoxazol-3-yl)methanol was dissolved in 80 ml of diethyl ether, and 6.56 g of triphenylphosphine and 8.9 g of carbon tetrabromide were then added. The mixture was stirred at room temperature for 1 hour. The reaction mixture was subjected to silica gel column chromatography to obtain 1.14 g of 3-(bromomethyl)-5-trifluoromethylisoxazole.

Sources & evidence

ORD record
ord-11e19dca3f704f609044ec36d8cb4281
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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