Carbon tetrabromide → HCID 57736291, compound

HRID 2261330Notes

Reaction equation

HRID 2261330 reaction equation
[F:1][C:2]([F:14])([C:7]1[O:11][N:10]=[C:9]([CH2:12]O)[CH:8]=1)[C:3]([F:6])([F:5])[F:4].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:35]>C(OCC)C>[Br:35][CH2:12][C:9]1[CH:8]=[C:7]([C:2]([F:14])([F:1])[C:3]([F:6])([F:5])[F:4])[O:11][N:10]=1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 57736340HCID 57736340, compound

Product 1

HCID 57736291HCID 57736291, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2.78 g of (5-pentafluoroethyl-isoxazol-3-yl)methanol was dissolved in 10 ml of diethyl ether, and 5.25 g of triphenylphosphine and 6.63 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 1.83 g of 3-(bromomethyl)-5-pentafluoroethylisoxazole.

Sources & evidence

ORD record
ord-22ff4920dfac461fab6f8c3caf8a85ac
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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