5-Methyl-3-phenylisoxazole-4-carboxylic acid → 5-Methyl-3-phenylisoxazole-4-carbonyl chloride

HRID 1678305Notes

Reaction equation

HRID 1678305 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([OH:15])=O.P(Cl)(Cl)(Cl)(Cl)[Cl:17]>ClCCl>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([Cl:17])=[O:15]

Participants

4

Reactant 2

HCID 143435-Methyl-3-phenylisoxazole-4-carboxylic acidHCID 24819Phosphorus pentachloride

Product 1

HCID 856245-Methyl-3-phenylisoxazole-4-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 5-methyl-3-phenylisoxazole-4-carboxylic acid (1 g) and PCl5 (1 g) in dichloromethane (20 mL) was refluxed for one hour. Then dichloromethane and POCl3 were removed under reduced pressure to give 5-methyl-3-phenylisoxazole-4-carbonyl chloride.

Workup

  1. customThen dichloromethane and POCl3 were removed under reduced pressure

Sources & evidence

ORD record
ord-dcd9e38ed6bd441493d6f74dca515c2c
Source dataset
uspto-grants-2011_08
Patent number
US08008501B2

Reaction notes

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