p-Toluenesulfonic acid → HCID 82407353, compound

HRID 923712Notes

Reaction equation

HRID 923712 reaction equation
[N:1]([CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=1[F:15])=[O:6])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>O1CCCC1>[NH2:1][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=1[F:15])=[O:6]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 11776TriphenylphosphineHCID 90079332HCID 90079332, compound

Product 1

HCID 82407353HCID 82407353, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-azido-1-(2-fluoro-4-methoxyphenyl)ethanone (4.80 g, 25.36 mmol) in 100 mL of tetrahydrofuran were added triphenylphosphine (6.65 g, 25.36 mmol) and p-toluenesulfonic acid (14.5 g, 76.11 mmol), followed by stirring at room temperature for 16 hrs.

Sources & evidence

ORD record
ord-4b11365f7e6b42469a39f8cf328742a4
Source dataset
uspto-grants-2016_03
Patent number
US09278996B2

Reaction notes

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