2-Iodoxybenzoic acid → HCID 14880837, compound

HRID 2189497Notes

Reaction equation

HRID 2189497 reaction equation
I(C1C=CC=CC=1C(O)=O)(=O)=O.[F:13][C:14]([F:23])([F:22])[C:15]1[CH:19]=[C:18]([CH2:20][OH:21])[O:17][N:16]=1>C(OCC)(=O)C>[F:23][C:14]([F:13])([F:22])[C:15]1[CH:19]=[C:18]([CH:20]=[O:21])[O:17][N:16]=1

Participants

4

Reactant 2

HCID 1087942-Iodoxybenzoic acidHCID 133079935-Isoxazolemethanol,3-(trifluoromethyl)-(9CI)

Product 1

HCID 14880837HCID 14880837, compoundYield 113.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

2-Iodoxybenzoic acid (74) (804 mg, 2.87 mmol, Aldrich) was added to a solution of (3-(trifluoromethyl)isoxazol-5-yl)methanol (73) (300 mg, 1.44 mmol) in ethyl acetate (3 ml) at room temperature and stirred at 80° C. for 4 hours. After cooling to 0° C., insoluble materials were filtered off and the filtrate was concentrated in vacuo to give a crude product of 3-(trifluoromethyl)isoxazole-5-carbaldehyde (75) (270 mg, 57) as a pale-yellow solid.

Workup

  1. temperatureAfter cooling to 0° C.
  2. filtrationinsoluble materials were filtered off
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-0b3428e2ce9a4d04bfa59747a9ce1aa1
Source dataset
uspto-grants-2012_12
Patent number
US08324249B2

Reaction notes

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